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Henan Sigma Biotechnology Co., Ltd.

1. We integrate research and development, production, and sales. A 1800 square meter research and development center,The company has conducted over 50 research and development and technical service projects annually, applied for more than 10 patents,

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (R)-2-hydroxy-2-phenylacetate

Cas:376608-71-8

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Trading Company

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Jinan Finer Chemical Co., Ltd

Product Description Product website: http://www.finerchem.com/pro01en/id/917.html Product Name (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium (2R)-hydroxy(phenyl)eth

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium (2R)-hydroxy(phenyl)ethanoate

Cas:376608-71-8

Min.Order:1 Gram

FOB Price: $66.0

Type:Lab/Research institutions

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Dayang Chem (Hangzhou) Co.,Ltd.

DayangChem exported this product to many countries and regions at best price. If you are looking for the material's manufacturer or supplier in China, DayangChem is your best choice. Pls contact with us freely for getting detailed product spe

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium

Cas:376608-71-8

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Hangzhou Dingyan Chem Co., Ltd

Items Standard Result Appearance White or off-white solid Conforms Identification HNMR

High purity(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate CAS:376608-71-8

Cas:376608-71-8

Min.Order:1 Kilogram

FOB Price: $1.0 / 5.0

Type:Manufacturers

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Wuhan Fortuna Chemical Co.,Ltd

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate CAS 376608-71-8 Company profile Wuhan Fortuna Chemical Co.,Ltd established in 2006, is a big integrative chemical enterprise being engaged in Pharmaceutical & its i

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate CAS 376608-71-8

Cas:376608-71-8

Min.Order:10 Kilogram

FOB Price: $10.0

Type:Trading Company

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Henan Allgreen Chemical Co.,Ltd

high quality Appearance:White or off white powder Storage:Sealed, dry, microtherm , avoid light and smell Package:According to the demand of customer Application:Pharmaceutical intermediates Transportation:by air or by sea Port:shanghai

(1R,2R)-2-(3,4-difluorophenyl)cyclopropanamine(S)-(carboxylato(phenyl)methyl)holmium

Cas:376608-71-8

Min.Order:1 Kilogram

Negotiable

Type:Manufacturers

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Xi'an Xszo Chem Co., Ltd.

1. Factory price and high quality must be guaranteed, base on 8 years of production and R&D experience2. Free samples will be provided,ensure specifications and quality are right for customer3. Customers will receive the most professional technical s

Anhui Dexinjia Biopharm Co., Ltd

As a leading and professional manufacturer of APIs and API intermediates in China,Anhui Dexinjia Biopharm Co., Ltd founded in 2006, Except for the R&D center, our company has built a close cooperation relation with Chinese Academy of Sciences,

Shanghai SE Pharm Co., Ltd

1. made in GMP plant, commerially 2. Normal Stock: 500kgs 3. Audit accepted. Related documents are available to offer and audited by many clients, such as Lupin, MSN, Dr reddy etc 4. Chromatographic Purity (HPLC): not less than 99.0% Appearan

(1R,2R)-2-(3,4-difluorophenyl)cyclopropanaMine(S)-(carboxylato(phenyl)Methyl)holMiuM

Cas:376608-71-8

Min.Order:0 Metric Ton

Negotiable

Type:Manufacturers

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Enke Pharma-tech Co.,Ltd. (Cangzhou, China )

Cangzhou Enke Pharma Tech Co.,ltd. is located in Cangzhou City, Hebei province ,where is a famous petroleum chemical industry city in China. Enke Pharma a high-tech enterprise ,and we are dedicated to developing and manufacturing new ap

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate

Cas:376608-71-8

Min.Order:1 Kilogram

FOB Price: $5.0

Type:Manufacturers

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Ality Chemical Corporation

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate Basic information Product Name: (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate Synonyms: (1R,2R)-2-(3,4-difluorophenyl)cyclopropanamine(S

Factory Supply Ticagrelor impurity 96

Cas:376608-71-8

Min.Order:1 Gram

Negotiable

Type:Other

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LIDE PHARMACEUTICALS LIMITED

LIDE PHARMACEUTICALS LIMITED is a professional chemicals and APIs leading manufacturer in China. Our core business line covers APIs, Intermediates, Herb extract, etc.

(1R,2R)-2-(3,4-difluorophenyl)cyclopropanamine(S)-(carboxylato(phenyl)methyl)holmium

Cas:376608-71-8

Min.Order:1 Kilogram

FOB Price: $0.9 / 1.0

Type:Lab/Research institutions

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Henan Tianfu Chemical Co., Ltd.

(1R,2R)-2-(3,4-difluorophenyl)cyclopropanamine(S)-(carboxylato(phenyl)methyl)holmium Basic information Product Name: (1R,2R)-2-(3,4-difluorophenyl)cyclopropanamine(S)-(carboxylato(phenyl)methyl)holmium

376608-71-8

Cas:376608-71-8

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Nengqian Chemical Import and Export Co., LTD

Our Advantage Rich Experience Our products are sold all over Europe,North&South America, Sino-East, Asia and pacific area as well as Africa,we establish long term. Quality service Company cooperates with research institutes. We strictly con

(1R, 2S) -2- (3, 4-Difluorophenyl) Cyclopropanaminium (2R) -Hydroxy (phenyl) Ethanoate CAS 376608-71-8

Cas:376608-71-8

Min.Order:1 Kilogram

FOB Price: $1.0 / 10.0

Type:Trading Company

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Zhuozhou Wenxi import and Export Co., Ltd

WITH US,YOUR MONEY IN SAFE,YOUR BUSINESS IN SAFE 1)Quick Response Within 12 hours; 2)Quality Guarantee: All products are strictly tested by our QC, confirmed by QA and approved by third party lab in China, USA, Canada, Germany, UK, Italy, France et

Pharmaceutical Grade CAS 376608-71-8 with competitive price

Cas:376608-71-8

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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Henan Sinotech Import&Export Corporation

Name (1R,2R)-2-(3,4-difluorophenyl) cyclopropanamine(S)-(carboxylato(phenyl) methyl)holmium CAS No. 376608-71-8 MF C17H17F2NO3 Purity 99%

Hubei Langyou International Trading Co., Ltd

1. Guaranteed purity; 2. Large quantity in stock; 3. Largest manufacturer; 4. Best service after shipment with email; 5. High quality & competitive price; Appearance:White Crystalline Solid Storage:Store in sealed contai

Ticagrelor Intermediate CAS 376608-71-8 with Purity 99% Made by Manufacturer

Cas:376608-71-8

Min.Order:10 Gram

Negotiable

Type:Other

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Shanghai Upbio Tech Co.,Ltd

1.No Less 8 years exporting experience. Clients can 100% received goods 2.Lower Price with higher quality 3,Free sample 4,We are sincerely responsible for the "product quality" and "After Service" Upbio is Specialized

Qingdao Beluga Import and Export Co., LTD

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate CAS:376608-71-8 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate CAS:376608-71-8

Cas:376608-71-8

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Mojin Biotechnology Co.,Ltd

Hebei Mojin Biotechnology Co., Ltd, Our company is a professional chemical raw materials and chemical reagents research and development production enterprises. We have several production line,So we can control the lowest price. We also have several

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium (2R)-hydroxy(phenyl)ethanoate cas:376608-71-8

Cas:376608-71-8

Min.Order:25 Gram

FOB Price: $90.0 / 100.0

Type:Trading Company

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Henan Wentao Chemical Product Co., Ltd.

Henan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod

Triumph International Development Limilted

Appearance:White or off-white Solid Storage:Store in a cool,dry place and keep away from direct strong light Package:As customer request Application:Used for research and industrial manufacture. Transportation:Common products:Se

(1R,2R)-2-(3,4-difluorophenyl) cyclopropanamine(S)-(carboxylato(phenyl) methyl)holmium

Cas:376608-71-8

Min.Order:100 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

HANWAYS CHEMPHARM CO.,LIMITED

We are concentrating on APIs and pharmaceutical intermediates. With in depth knowledge and understanding in this industry, we are indulged in supplying a wide assortments of pharmaceutical intermediates from Wuhan, Hubei, China. It is made ob

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium

Cas:376608-71-8

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

inquiry

Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd

Specification:USP/EP Month production ablity:50kg/Month Low price& High quality Manufacturer Appearance:white powder Storage:Room Temperature Application:376608-71-8

(1R,2R)-2-(3,4-difluorophenyl) cyclopropanamine(S)-(carboxylato(phenyl) methyl)holmium

Cas:376608-71-8

Min.Order:0 Metric Ton

Negotiable

Type:Other

inquiry

Sinoway Industrial Co., Ltd.

Why is SINOWAY: 1) Specialized in pharmaceutical and healthcare industrial for 34 years. 2) ISO 9001:2015 & SGS audited supplier . 3) Accept various payment terms : T.T 30-60 days. 4) We have warehouse in USA with quickly shipment . 5) We c

Hangzhou Keyingchem Co.,Ltd

Hangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det

(1R,2S)-2-(3,4-Difluorophenyl)cyclopropanaminium (2R)-hydroxy(phenyl)ethanoate

Cas:376608-71-8

Min.Order:0 Metric Ton

Negotiable

Type:Lab/Research institutions

inquiry

Afine Chemicals Limited

Company Introduction 1. Established in 2005, with two independent business divisions: Fine chemicals division; Pharmaceutical division. 2. Main product: Optical brightener Textile auxiliary Dye stuff Pigments

(1R,2R)-2-(3,4-二氟苯基)环丙胺(S)-扁桃酸盐

Cas:376608-71-8

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

SHANGHAI T&W PHARMACEUTICAL CO., LTD.

A substitute for perfluorooctanoic acid, mainly used as a surfactant, dispersant, additive, etc Appearance:White solid or Colorless liquid Purity:99.3 % We will ship the goods in a timely manner as required We can provide relevant documents acc

(1R,2R)-2-(3,4-difluorophenyl)cyclopropa namine(S)-(carboxylato(phenyl)methyl)hol mium

Cas:376608-71-8

Min.Order:4 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM R&D center can offer custom synthesis according to the contract research and development services for the fine chemicals, pharmaceutical, biotechnique and some of the other chemicals. J&H CHEM has some Manufacturing base in Jia

Synthetic route

trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylic acid
220352-36-3

trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylic acid

(R)-Mandelic Acid
611-71-2

(R)-Mandelic Acid

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Stage #1: trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylic acid With pyridine; thionyl chloride In toluene at 70℃; for 4h;
Stage #2: With sodium azide; tetrabutylammomium bromide; sodium carbonate In water; toluene at 0℃; for 2h;
Stage #3: (R)-Mandelic Acid In ethyl acetate at 17 - 25℃; for 3h;
82%
(1R,2S)-2-(3,4-difluorophenyl)cyclopropanamine

(1R,2S)-2-(3,4-difluorophenyl)cyclopropanamine

(R)-Mandelic Acid
611-71-2

(R)-Mandelic Acid

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
In Isopropyl acetate at 0 - 20℃; for 4h;70.1%
In methanol at 20 - 25℃; for 14h;46.4%
In methanol at 20 - 25℃; for 12h;
trans-(1R,2S)-2-(3,4-difluorophenyl)-1-nitrocyclopropane
1345413-26-4

trans-(1R,2S)-2-(3,4-difluorophenyl)-1-nitrocyclopropane

(R)-Mandelic Acid
611-71-2

(R)-Mandelic Acid

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Stage #1: trans-(1R,2S)-2-(3,4-difluorophenyl)-1-nitrocyclopropane With hydrogenchloride; zinc In methanol; water at -5 - 0℃;
Stage #2: With ammonia In dichloromethane; water at 30℃; for 0.25h;
Stage #3: (R)-Mandelic Acid In methanol at 20 - 25℃;
36.61%
Stage #1: trans-(1R,2S)-2-(3,4-difluorophenyl)-1-nitrocyclopropane With hydrogenchloride; zinc In deuteromethanol at -5 - 0℃;
Stage #2: (R)-Mandelic Acid In methanol at 0 - 25℃; for 14h;
36.61%
ortho-difluorobenzene
367-11-3

ortho-difluorobenzene

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: aluminum (III) chloride / dichloromethane / 4 h / 20 - 25 °C / Industry scale
2.1: sodium iodide; 3,5-dihydroxyphenol; sodium nitrite / N,N-dimethyl-formamide / 5 - 30 °C / Inert atmosphere
3.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; borane N,N-diethylaniline complex / toluene / 25 - 40 °C / Inert atmosphere
4.1: triphenylphosphine / toluene / 2 h / 0 - 10 °C
5.1: hydrogenchloride; zinc / water; methanol / -5 - 0 °C
5.2: 0.25 h / 30 °C
5.3: 20 - 25 °C
View Scheme
Multi-step reaction with 6 steps
1.1: aluminum (III) chloride / dichloromethane / 30 h / 20 - 25 °C / Industry scale
2.1: sodium iodide; sodium azide; 3,5-dihydroxyphenol / N,N-dimethyl-formamide / 5 - 30 °C / Inert atmosphere
3.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; borane Ν,Ν-diethylaniline complex / toluene / 1.5 h / 15 - 20 °C / Inert atmosphere
4.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 5 - 10 °C
5.1: hydrogenchloride; zinc / methanol / -5 - 0 °C
5.2: 0.25 h / 10 - 30 °C
6.1: methanol / 12 h / 20 - 25 °C
View Scheme
Multi-step reaction with 5 steps
1.1: aluminum (III) chloride / dichloromethane / 20 - 25 °C / Large scale
2.1: sodium nitrite; 3,5-dihydroxyphenol; sodium iodide / N,N-dimethyl-formamide / 5 - 30 °C / Inert atmosphere
3.1: borane Ν,Ν-diethylaniline complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole / toluene / 25 - 30 °C / Inert atmosphere
4.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 2 h / 0 - 10 °C
5.1: hydrogenchloride; zinc / deuteromethanol / -5 - 0 °C
5.2: 14 h / 0 - 25 °C
View Scheme
3-chloro-1-(3',4'-difluorophenyl)-propan-1-one
1215969-79-1

3-chloro-1-(3',4'-difluorophenyl)-propan-1-one

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium iodide; 3,5-dihydroxyphenol; sodium nitrite / N,N-dimethyl-formamide / 5 - 30 °C / Inert atmosphere
2.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; borane N,N-diethylaniline complex / toluene / 25 - 40 °C / Inert atmosphere
3.1: triphenylphosphine / toluene / 2 h / 0 - 10 °C
4.1: hydrogenchloride; zinc / water; methanol / -5 - 0 °C
4.2: 0.25 h / 30 °C
4.3: 20 - 25 °C
View Scheme
Multi-step reaction with 5 steps
1.1: sodium iodide; sodium azide; 3,5-dihydroxyphenol / N,N-dimethyl-formamide / 5 - 30 °C / Inert atmosphere
2.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; borane Ν,Ν-diethylaniline complex / toluene / 1.5 h / 15 - 20 °C / Inert atmosphere
3.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 5 - 10 °C
4.1: hydrogenchloride; zinc / methanol / -5 - 0 °C
4.2: 0.25 h / 10 - 30 °C
5.1: methanol / 12 h / 20 - 25 °C
View Scheme
Multi-step reaction with 4 steps
1.1: sodium nitrite; 3,5-dihydroxyphenol; sodium iodide / N,N-dimethyl-formamide / 5 - 30 °C / Inert atmosphere
2.1: borane Ν,Ν-diethylaniline complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole / toluene / 25 - 30 °C / Inert atmosphere
3.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 2 h / 0 - 10 °C
4.1: hydrogenchloride; zinc / deuteromethanol / -5 - 0 °C
4.2: 14 h / 0 - 25 °C
View Scheme
1-(3',4'-difluorophenyl)-3-nitro-propan-1-one
1345413-22-0

1-(3',4'-difluorophenyl)-3-nitro-propan-1-one

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; borane N,N-diethylaniline complex / toluene / 25 - 40 °C / Inert atmosphere
2.1: triphenylphosphine / toluene / 2 h / 0 - 10 °C
3.1: hydrogenchloride; zinc / water; methanol / -5 - 0 °C
3.2: 0.25 h / 30 °C
3.3: 20 - 25 °C
View Scheme
Multi-step reaction with 4 steps
1.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; borane Ν,Ν-diethylaniline complex / toluene / 1.5 h / 15 - 20 °C / Inert atmosphere
2.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 5 - 10 °C
3.1: hydrogenchloride; zinc / methanol / -5 - 0 °C
3.2: 0.25 h / 10 - 30 °C
4.1: methanol / 12 h / 20 - 25 °C
View Scheme
Multi-step reaction with 3 steps
1.1: borane Ν,Ν-diethylaniline complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole / toluene / 25 - 30 °C / Inert atmosphere
2.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 2 h / 0 - 10 °C
3.1: hydrogenchloride; zinc / deuteromethanol / -5 - 0 °C
3.2: 14 h / 0 - 25 °C
View Scheme
(1S)-1-(3,4-difluorophenyl)-3-nitropropan-1-ol
1345413-25-3

(1S)-1-(3,4-difluorophenyl)-3-nitropropan-1-ol

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 5 - 10 °C
2.1: hydrogenchloride; zinc / methanol / -5 - 0 °C
2.2: 0.25 h / 10 - 30 °C
3.1: methanol / 12 h / 20 - 25 °C
View Scheme
Multi-step reaction with 2 steps
1.1: triphenylphosphine; di-isopropyl azodicarboxylate / toluene / 2 h / 0 - 10 °C
2.1: hydrogenchloride; zinc / deuteromethanol / -5 - 0 °C
2.2: 14 h / 0 - 25 °C
View Scheme
trans-(1R,2S)-2-(3,4-difluorophenyl)-1-nitrocyclopropane
1345413-26-4

trans-(1R,2S)-2-(3,4-difluorophenyl)-1-nitrocyclopropane

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogenchloride; zinc / methanol / -5 - 0 °C
1.2: 0.25 h / 10 - 30 °C
2.1: methanol / 12 h / 20 - 25 °C
View Scheme
(E)-methyl 3-(3,4-difluorophenyl)acrylate
218430-47-8

(E)-methyl 3-(3,4-difluorophenyl)acrylate

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium hydride / dimethyl sulfoxide / 0.5 h / 25 °C
1.2: 16 h / 0 - 25 °C
2.1: hydrazine / water; methanol / 16 h / 25 - 70 °C
3.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
4.1: toluene / 1 h / 110 °C
4.2: 2 h / 100 °C
4.3: 25 °C / pH 10
5.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
(E)-3-(3,4-difluorophenyl)acrylic acid
112897-97-9

(E)-3-(3,4-difluorophenyl)acrylic acid

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: sulfuric acid / 72 h / 60 °C
2.1: sodium hydride / dimethyl sulfoxide / 0.5 h / 25 °C
2.2: 16 h / 0 - 25 °C
3.1: hydrazine / water; methanol / 16 h / 25 - 70 °C
4.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
5.1: toluene / 1 h / 110 °C
5.2: 2 h / 100 °C
5.3: 25 °C / pH 10
6.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
Multi-step reaction with 7 steps
1.1: oxalyl dichloride / dichloromethane / 0 h / 25 - 30 °C
1.2: 0 h / 25 - 30 °C
2.1: pyridine / acetone / 0 h / 0 - 30 °C
2.2: 0 - 5 °C
3.1: sodium hydride / dimethyl sulfoxide / 1 h / 25 - 30 °C
3.2: 3 h / 25 - 30 °C
4.1: hydrazine hydrate / methanol / 12 h / 60 - 65 °C
5.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
6.1: toluene / 1 h / 110 °C
6.2: 2 h / 100 °C
6.3: 25 °C / pH 10
7.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
Multi-step reaction with 9 steps
1.1: oxalyl dichloride / dichloromethane / 0 h / 25 - 30 °C
1.2: 0 h / 25 - 30 °C
2.1: pyridine / acetone / 0 h / 0 - 30 °C
2.2: 0 - 5 °C
3.1: sodium hydride / dimethyl sulfoxide / 1 h / 25 - 30 °C
3.2: 3 h / 25 - 30 °C
4.1: hydrogenchloride / 1,4-dioxane / 16 h / 25 - 30 °C
5.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 20 °C
6.1: hydrazine hydrate / 1,4-dioxane / 3 h / 65 °C
7.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
8.1: toluene / 1 h / 110 °C
8.2: 2 h / 100 °C
8.3: 25 °C / pH 10
9.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
Multi-step reaction with 9 steps
1.1: oxalyl dichloride / dichloromethane / 0 h / 25 - 30 °C
1.2: 0 h / 25 - 30 °C
2.1: pyridine / acetone / 0 h / 0 - 30 °C
2.2: 0 - 5 °C
3.1: sodium hydride / dimethyl sulfoxide / 1 h / 25 - 30 °C
3.2: 3 h / 25 - 30 °C
4.1: hydrogenchloride / 1,4-dioxane / 16 h / 25 - 30 °C
5.1: sulfuric acid / 2 h / 60 °C
6.1: hydrazine / water; methanol / 16 h / 25 - 70 °C
7.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
8.1: toluene / 1 h / 110 °C
8.2: 2 h / 100 °C
8.3: 25 °C / pH 10
9.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
methyl trans-2-(3,4-difluorophenyl)cyclopropanecarboxylate

methyl trans-2-(3,4-difluorophenyl)cyclopropanecarboxylate

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: hydrazine / water; methanol / 16 h / 25 - 70 °C
2.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
3.1: toluene / 1 h / 110 °C
3.2: 2 h / 100 °C
3.3: 25 °C / pH 10
4.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
trans-2-(3,4-difluorophenyl)cyclopropanecarbohydrazide

trans-2-(3,4-difluorophenyl)cyclopropanecarbohydrazide

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
2.1: toluene / 1 h / 110 °C
2.2: 2 h / 100 °C
2.3: 25 °C / pH 10
3.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
(2E)-3-(3,4-difluorophenyl)acryloylchloride
376608-66-1

(2E)-3-(3,4-difluorophenyl)acryloylchloride

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: pyridine / acetone / 0 h / 0 - 30 °C
1.2: 0 - 5 °C
2.1: sodium hydride / dimethyl sulfoxide / 1 h / 25 - 30 °C
2.2: 3 h / 25 - 30 °C
3.1: hydrazine hydrate / methanol / 12 h / 60 - 65 °C
4.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
5.1: toluene / 1 h / 110 °C
5.2: 2 h / 100 °C
5.3: 25 °C / pH 10
6.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
Multi-step reaction with 8 steps
1.1: pyridine / acetone / 0 h / 0 - 30 °C
1.2: 0 - 5 °C
2.1: sodium hydride / dimethyl sulfoxide / 1 h / 25 - 30 °C
2.2: 3 h / 25 - 30 °C
3.1: hydrogenchloride / 1,4-dioxane / 16 h / 25 - 30 °C
4.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 20 °C
5.1: hydrazine hydrate / 1,4-dioxane / 3 h / 65 °C
6.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
7.1: toluene / 1 h / 110 °C
7.2: 2 h / 100 °C
7.3: 25 °C / pH 10
8.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
Multi-step reaction with 8 steps
1.1: pyridine / acetone / 0 h / 0 - 30 °C
1.2: 0 - 5 °C
2.1: sodium hydride / dimethyl sulfoxide / 1 h / 25 - 30 °C
2.2: 3 h / 25 - 30 °C
3.1: hydrogenchloride / 1,4-dioxane / 16 h / 25 - 30 °C
4.1: sulfuric acid / 2 h / 60 °C
5.1: hydrazine / water; methanol / 16 h / 25 - 70 °C
6.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
7.1: toluene / 1 h / 110 °C
7.2: 2 h / 100 °C
7.3: 25 °C / pH 10
8.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
(E)-3-(3,4-difluorophenyl)-N-methoxy-N-methyl-prop-2-enamide
1421708-29-3

(E)-3-(3,4-difluorophenyl)-N-methoxy-N-methyl-prop-2-enamide

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sodium hydride / dimethyl sulfoxide / 1 h / 25 - 30 °C
1.2: 3 h / 25 - 30 °C
2.1: hydrazine hydrate / methanol / 12 h / 60 - 65 °C
3.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
4.1: toluene / 1 h / 110 °C
4.2: 2 h / 100 °C
4.3: 25 °C / pH 10
5.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
Multi-step reaction with 7 steps
1.1: sodium hydride / dimethyl sulfoxide / 1 h / 25 - 30 °C
1.2: 3 h / 25 - 30 °C
2.1: hydrogenchloride / 1,4-dioxane / 16 h / 25 - 30 °C
3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 20 °C
4.1: hydrazine hydrate / 1,4-dioxane / 3 h / 65 °C
5.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
6.1: toluene / 1 h / 110 °C
6.2: 2 h / 100 °C
6.3: 25 °C / pH 10
7.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
Multi-step reaction with 7 steps
1.1: sodium hydride / dimethyl sulfoxide / 1 h / 25 - 30 °C
1.2: 3 h / 25 - 30 °C
2.1: hydrogenchloride / 1,4-dioxane / 16 h / 25 - 30 °C
3.1: sulfuric acid / 2 h / 60 °C
4.1: hydrazine / water; methanol / 16 h / 25 - 70 °C
5.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
6.1: toluene / 1 h / 110 °C
6.2: 2 h / 100 °C
6.3: 25 °C / pH 10
7.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
2-(3,4-difluorophenyl)-N-methoxy-N-methylcyclopropanecarboxamide

2-(3,4-difluorophenyl)-N-methoxy-N-methylcyclopropanecarboxamide

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: hydrazine hydrate / methanol / 12 h / 60 - 65 °C
2.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
3.1: toluene / 1 h / 110 °C
3.2: 2 h / 100 °C
3.3: 25 °C / pH 10
4.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
Multi-step reaction with 6 steps
1.1: hydrogenchloride / 1,4-dioxane / 16 h / 25 - 30 °C
2.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 20 °C
3.1: hydrazine hydrate / 1,4-dioxane / 3 h / 65 °C
4.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
5.1: toluene / 1 h / 110 °C
5.2: 2 h / 100 °C
5.3: 25 °C / pH 10
6.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
Multi-step reaction with 6 steps
1.1: hydrogenchloride / 1,4-dioxane / 16 h / 25 - 30 °C
2.1: sulfuric acid / 2 h / 60 °C
3.1: hydrazine / water; methanol / 16 h / 25 - 70 °C
4.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
5.1: toluene / 1 h / 110 °C
5.2: 2 h / 100 °C
5.3: 25 °C / pH 10
6.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
trans-2-(3,4-difluorophenyl)cyclopropanamine

trans-2-(3,4-difluorophenyl)cyclopropanamine

(R)-Mandelic Acid
611-71-2

(R)-Mandelic Acid

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
In methanol at 18 - 45℃; for 2.5h;7.56 g
trans-2-(3,4-difluorophenyl)cyclopropanecarbonyl azide

trans-2-(3,4-difluorophenyl)cyclopropanecarbonyl azide

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: toluene / 1 h / 110 °C
1.2: 2 h / 100 °C
1.3: 25 °C / pH 10
2.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
C10H7ClF2O

C10H7ClF2O

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: hydrazine hydrate / 1,4-dioxane / 3 h / 65 °C
2.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
3.1: toluene / 1 h / 110 °C
3.2: 2 h / 100 °C
3.3: 25 °C / pH 10
4.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
trans-2-(3,4-difluorophenyl)cyclopropanecarboxylic acid

trans-2-(3,4-difluorophenyl)cyclopropanecarboxylic acid

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: sulfuric acid / 2 h / 60 °C
2.1: hydrazine / water; methanol / 16 h / 25 - 70 °C
3.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
4.1: toluene / 1 h / 110 °C
4.2: 2 h / 100 °C
4.3: 25 °C / pH 10
5.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
Multi-step reaction with 5 steps
1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0.5 h / 20 °C
2.1: hydrazine hydrate / 1,4-dioxane / 3 h / 65 °C
3.1: sodium nitrite; acetic acid / 0.5 h / 25 °C
4.1: toluene / 1 h / 110 °C
4.2: 2 h / 100 °C
4.3: 25 °C / pH 10
5.1: methanol / 2.5 h / 18 - 45 °C
View Scheme
2-chloro-1-(3,4-difluorophenyl)ethan-1-one
51336-95-9

2-chloro-1-(3,4-difluorophenyl)ethan-1-one

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: N,N-diethylaniline hydrochloride; sodium tetrahydroborate; (S)-diphenylprolinol / chloroform; 1,2-dimethoxyethane / 2 h / 0 - 30 °C
2.1: potassium tert-butylate / toluene / 30 h / 30 - 50 °C
3.1: thionyl chloride / toluene / 2 h / Reflux
3.2: 15 - 30 °C
4.1: sodium hydroxide; sodium hypochlorite / 16 h / 25 - 40 °C
5.1: Isopropyl acetate / 4 h / 0 - 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; borane-THF / toluene / 3 h / 10 °C / Inert atmosphere
2.1: sodium t-butanolate / toluene / 2 h / 20 °C
2.2: 25 h / 40 - 60 °C
3.1: ammonia; Methyl formate; sodium methylate / methanol / 10 h / 70 °C / 1500.15 Torr
4.1: sodium hydroxide; sodium hypochlorite / water / 2 h / 0 - 55 °C
5.1: methanol / 14 h / 20 - 25 °C
View Scheme
Multi-step reaction with 5 steps
1.1: (S)-5,5-diphenyl-2-methoxy-3,4-propano-1,3,2-oxazaborolidine; dimethylsulfide borane complex / 1 h / 15 °C
2.1: sodium t-butanolate / toluene / 2 h / 20 °C
2.2: 25 h / 40 - 60 °C
3.1: ammonia; Methyl formate; sodium methylate / methanol / 10 h / 70 °C / 1500.15 Torr
4.1: sodium hydroxide; sodium hypochlorite / water / 2 h / 0 - 55 °C
5.1: methanol / 14 h / 20 - 25 °C
View Scheme
Multi-step reaction with 5 steps
1.1: sodium tetrahydroborate; Trimethyl borate; (S)-diphenylprolinol / toluene / 0.97 h / 38 °C / Inert atmosphere
2.1: sodium t-butanolate / toluene / 13 h / 38 - 58 °C
3.1: sodium hydroxide / water / 1.5 h / 48 °C
4.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1.5 h / 30 °C
4.2: 1.5 h
5.1: sodium hydroxide; sodium hypochlorite / water / 4.5 h / 20 - 38 °C
5.2: 1.5 h
View Scheme
(1S)-2-chloro-1-(3,4-difluorophenyl)-1-ethanol
1006376-60-8

(1S)-2-chloro-1-(3,4-difluorophenyl)-1-ethanol

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: potassium tert-butylate / toluene / 30 h / 30 - 50 °C
2.1: thionyl chloride / toluene / 2 h / Reflux
2.2: 15 - 30 °C
3.1: sodium hydroxide; sodium hypochlorite / 16 h / 25 - 40 °C
4.1: Isopropyl acetate / 4 h / 0 - 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: sodium t-butanolate / toluene / 2 h / 20 °C
1.2: 25 h / 40 - 60 °C
2.1: ammonia; Methyl formate; sodium methylate / methanol / 10 h / 70 °C / 1500.15 Torr
3.1: sodium hydroxide; sodium hypochlorite / water / 2 h / 0 - 55 °C
4.1: methanol / 14 h / 20 - 25 °C
View Scheme
Multi-step reaction with 4 steps
1.1: sodium t-butanolate / toluene / 13 h / 38 - 58 °C
2.1: sodium hydroxide / water / 1.5 h / 48 °C
3.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1.5 h / 30 °C
3.2: 1.5 h
4.1: sodium hydroxide; sodium hypochlorite / water / 4.5 h / 20 - 38 °C
4.2: 1.5 h
View Scheme
trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylic acid
220352-36-3

trans-(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarboxylic acid

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: thionyl chloride / toluene / 2 h / Reflux
1.2: 15 - 30 °C
2.1: sodium hydroxide; sodium hypochlorite / 16 h / 25 - 40 °C
3.1: Isopropyl acetate / 4 h / 0 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1.5 h / 30 °C
1.2: 1.5 h
2.1: sodium hydroxide; sodium hypochlorite / water / 4.5 h / 20 - 38 °C
2.2: 1.5 h
View Scheme
(1R,2R)-2-(3,4-difluorophenyl)-1-cyclopropanecarboxylic acid ethyl ester
1006376-61-9

(1R,2R)-2-(3,4-difluorophenyl)-1-cyclopropanecarboxylic acid ethyl ester

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: ammonia; Methyl formate; sodium methylate / methanol / 10 h / 70 °C / 1500.15 Torr
2: sodium hydroxide; sodium hypochlorite / water / 2 h / 0 - 55 °C
3: methanol / 14 h / 20 - 25 °C
View Scheme
Multi-step reaction with 3 steps
1.1: sodium hydroxide / water / 1.5 h / 48 °C
2.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 1.5 h / 30 °C
2.2: 1.5 h
3.1: sodium hydroxide; sodium hypochlorite / water / 4.5 h / 20 - 38 °C
3.2: 1.5 h
View Scheme
(1R,2R)-trans-2(3,4-difluorophenyl)cyclopropyl carboxamide
1006376-62-0

(1R,2R)-trans-2(3,4-difluorophenyl)cyclopropyl carboxamide

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide; sodium hypochlorite / water / 2 h / 0 - 55 °C
2: methanol / 14 h / 20 - 25 °C
View Scheme
(1R,2R)-trans-2(3,4-difluorophenyl)cyclopropyl carboxamide
1006376-62-0

(1R,2R)-trans-2(3,4-difluorophenyl)cyclopropyl carboxamide

(R)-Mandelic Acid
611-71-2

(R)-Mandelic Acid

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

Conditions
ConditionsYield
Stage #1: (1R,2R)-trans-2(3,4-difluorophenyl)cyclopropyl carboxamide With sodium hypochlorite; sodium hydroxide In water at 20 - 38℃; for 4.5h;
Stage #2: (R)-Mandelic Acid In ethanol for 1.5h; Temperature;
trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

(tert-butyl (1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate
1350749-64-2

(tert-butyl (1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate

Conditions
ConditionsYield
Stage #1: trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt With N-ethyl-N,N-diisopropylamine In dichloromethane at 10 - 20℃; for 1h;
Stage #2: di-tert-butyl dicarbonate In dichloromethane at 10 - 20℃; for 4h; Solvent;
99%
Stage #1: trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt With N-ethyl-N,N-diisopropylamine In dichloromethane at 20 - 25℃; for 0.5h;
Stage #2: di-tert-butyl dicarbonate In dichloromethane at 20 - 25℃; for 3h;
94.51%
trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

9-[(1’R,2’S,3’S,4’S)-2’,3’-dihydroxyl-4'-hydroxyethoxycyclopenta-1'-yl]-9H-2-thiopropyl-6-chloro-8-azepine
1354945-69-9

9-[(1’R,2’S,3’S,4’S)-2’,3’-dihydroxyl-4'-hydroxyethoxycyclopenta-1'-yl]-9H-2-thiopropyl-6-chloro-8-azepine

ticagrelor
274693-27-5

ticagrelor

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In 2-methyltetrahydrofuran at 20 - 30℃; for 3h; Reagent/catalyst; Solvent;87%
With potassium carbonate In acetonitrile at 25 - 30℃;62.19%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 25 - 30℃; for 4h;2.29 g
2-({(3aR,4S,6R,6aS)-6-[7-chloro-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidine-3-yl]-2,2-dimethyltetrahydro-3aH-cyclopentadiene[d][1,3]dioxolene-4-yl}oxy)ethanol

2-({(3aR,4S,6R,6aS)-6-[7-chloro-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidine-3-yl]-2,2-dimethyltetrahydro-3aH-cyclopentadiene[d][1,3]dioxolene-4-yl}oxy)ethanol

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

[3aR-[3aα,4α,6α,(1R,2S),6aα]]-2-[6-[[[7-(2-(3,4-difluorophenyl)cyclopropyl)]amino-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]tetrahydro-2,2-dimethyl-4H-cyclopenteno-1,3-dioxolan-4-yl]oxy]ethanol
274693-26-4

[3aR-[3aα,4α,6α,(1R,2S),6aα]]-2-[6-[[[7-(2-(3,4-difluorophenyl)cyclopropyl)]amino-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]tetrahydro-2,2-dimethyl-4H-cyclopenteno-1,3-dioxolan-4-yl]oxy]ethanol

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 20℃;84%
With potassium carbonate In toluene at 30℃; for 24h;81.31%
With potassium carbonate In water at 30℃; Product distribution / selectivity;
trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

C15H16F3N3OS

C15H16F3N3OS

C24H25F5N4S*2ClH

C24H25F5N4S*2ClH

Conditions
ConditionsYield
Stage #1: trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt; C15H16F3N3OS With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 2h; Molecular sieve;
Stage #2: With hydrogenchloride In diethyl ether; dichloromethane at 20℃; for 0.5h;
79%
Stage #1: trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt; C15H16F3N3OS With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 2h; Molecular sieve;
Stage #2: With hydrogenchloride In diethyl ether; dichloromethane at 20℃; for 0.5h;
79%
trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

C19H26F2N2O2

C19H26F2N2O2

Conditions
ConditionsYield
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 5h;78%
With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 5h;78%
4,6-dichloro-2-(propylsulfanyl)-5-pyrimidinamine
145783-15-9

4,6-dichloro-2-(propylsulfanyl)-5-pyrimidinamine

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

6-chloro-N4-((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)-2-(propylthio)pyrimidine-4,5-diamine

6-chloro-N4-((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)-2-(propylthio)pyrimidine-4,5-diamine

Conditions
ConditionsYield
With triethylamine In 1,2-dimethoxyethane at 100℃; for 7h;68%
trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

C14H14F3N3OS

C14H14F3N3OS

C23H23F5N4S*2ClH

C23H23F5N4S*2ClH

Conditions
ConditionsYield
Stage #1: trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt; C14H14F3N3OS With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 3h; Molecular sieve;
Stage #2: With hydrogenchloride In diethyl ether; dichloromethane at 20℃; for 0.5h;
54%
trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

C14H14F3N3OS

C14H14F3N3OS

A

C23H23F5N4S*2ClH

C23H23F5N4S*2ClH

B

C23H23F5N4S*2ClH

C23H23F5N4S*2ClH

Conditions
ConditionsYield
Stage #1: trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt; C14H14F3N3OS With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; for 3h;
Stage #2: With hydrogenchloride In diethyl ether; dichloromethane at 20℃; for 0.5h;
A 54%
B 34%
trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

tert butyl 4-formylpiperidine-1-carboxylate
137076-22-3

tert butyl 4-formylpiperidine-1-carboxylate

C20H28F2N2O2

C20H28F2N2O2

Conditions
ConditionsYield
With sodium cyanoborohydride; acetic acid In methanol at 0℃; for 2h;45%
With sodium cyanoborohydride; acetic acid In methanol for 2h; Cooling with ice;45%
trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

C14H14F3N3OS

C14H14F3N3OS

C23H23F5N4S*2ClH

C23H23F5N4S*2ClH

Conditions
ConditionsYield
Stage #1: trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt; C14H14F3N3OS With sodium tris(acetoxy)borohydride; acetic acid In dichloromethane at 20℃; for 3h; Molecular sieve;
Stage #2: With hydrogenchloride In diethyl ether; dichloromethane at 20℃; for 0.5h;
34%
trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

[3aR-[3aα,4α,6α,(1R,2S),6aα]]-2-[6-[[[7-(2-(3,4-difluorophenyl)cyclopropyl)]amino-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]tetrahydro-2,2-dimethyl-4H-cyclopenteno-1,3-dioxolan-4-yl]oxy]ethanol
274693-26-4

[3aR-[3aα,4α,6α,(1R,2S),6aα]]-2-[6-[[[7-(2-(3,4-difluorophenyl)cyclopropyl)]amino-5-(propylthio)-3H-1,2,3-triazolo[4,5-d]pyrimidin-3-yl]tetrahydro-2,2-dimethyl-4H-cyclopenteno-1,3-dioxolan-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 - 25 °C
1.2: 3 h / 20 - 25 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -25 - -15 °C
2.2: 1.5 h / -25 - -15 °C
2.3: 0.08 h
3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 - 25 °C
4.1: sodium hydrogencarbonate; sodium dithionite / water; acetone / 2 h / 20 - 25 °C
5.1: sodium azide; acetic acid / toluene; water / 1 h / 5 - 10 °C
6.1: iodine / acetone / 2 h / 25 - 60 °C
View Scheme
trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

ticagrelor
274693-27-5

ticagrelor

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 - 25 °C
1.2: 3 h / 20 - 25 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -25 - -15 °C
2.2: 1.5 h / -25 - -15 °C
2.3: 0.08 h
3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 - 25 °C
4.1: sodium hydrogencarbonate; sodium dithionite / water; acetone / 2 h / 20 - 25 °C
5.1: sodium azide; acetic acid / toluene; water / 1 h / 5 - 10 °C
6.1: hydrogenchloride; water / toluene; methanol / 2 h / 25 - 30 °C
6.2: pH > 8
View Scheme
Multi-step reaction with 7 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 - 25 °C
1.2: 3 h / 20 - 25 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -25 - -15 °C
2.2: 1.5 h / -25 - -15 °C
2.3: 0.08 h
3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 - 25 °C
4.1: sodium hydrogencarbonate; sodium dithionite / water; acetone / 2 h / 20 - 25 °C
5.1: sodium azide; acetic acid / toluene; water / 1 h / 5 - 10 °C
6.1: potassium carbonate / acetone / 24 h / 25 - 60 °C
7.1: hydrogenchloride; water / methanol / 5.5 h / 20 - 55 °C
7.2: 25 - 30 °C / pH 10
View Scheme
Multi-step reaction with 9 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 - 25 °C
1.2: 3 h / 20 - 25 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -25 - -15 °C
2.2: 1.5 h / -25 - -15 °C
2.3: 0.08 h
3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 - 25 °C
4.1: sodium hydrogencarbonate; sodium dithionite / water; acetone / 2 h / 20 - 25 °C
5.1: sodium azide; acetic acid / toluene; water / 1 h / 5 - 10 °C
6.1: iodine / acetone / 2 h / 25 - 60 °C
7.1: potassium carbonate / acetone / 20 h / 55 - 60 °C
8.1: hydrogenchloride; water / methanol / 5 h / 20 - 25 °C
8.2: 25 - 30 °C / pH 10
9.1: formic acid / palladium 10% on activated carbon / 50 °C
View Scheme
Multi-step reaction with 4 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 10 - 20 °C
1.2: 4 h / 10 - 20 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -80 - -75 °C / Inert atmosphere
3.1: potassium carbonate / tetrahydrofuran / 3 h / 10 - 20 °C / pH 9
4.1: zinc; acetic acid / dichloromethane / 2 h / 5 - 10 °C
4.2: 2 h / 0 - 3 °C
4.3: 4 h
View Scheme
trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

tert-butyl (6-chloro-5-nitro-2-(propylthio)pyrimidin-4-yl)((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate
1383715-58-9

tert-butyl (6-chloro-5-nitro-2-(propylthio)pyrimidin-4-yl)((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 - 25 °C
1.2: 3 h / 20 - 25 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -25 - -15 °C
2.2: 1.5 h / -25 - -15 °C
2.3: 0.08 h
View Scheme
Multi-step reaction with 2 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 10 - 20 °C
1.2: 4 h / 10 - 20 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -80 - -75 °C / Inert atmosphere
View Scheme
trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

2-[[(3aR,4S,6R,6aS)-6-[[4-[N-[(1R,2S)-2-(3,4-difluorophenyl)cyclopropan-1-yl]-N-tert-butoxycarbonyl]amino]-2-(propylthio)-5-nitropyrimidin-6-yl]-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy] ethanol
1383715-59-0

2-[[(3aR,4S,6R,6aS)-6-[[4-[N-[(1R,2S)-2-(3,4-difluorophenyl)cyclopropan-1-yl]-N-tert-butoxycarbonyl]amino]-2-(propylthio)-5-nitropyrimidin-6-yl]-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy] ethanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 - 25 °C
1.2: 3 h / 20 - 25 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -25 - -15 °C
2.2: 1.5 h / -25 - -15 °C
2.3: 0.08 h
3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 - 25 °C
View Scheme
Multi-step reaction with 3 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 1 h / 10 - 20 °C
1.2: 4 h / 10 - 20 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -80 - -75 °C / Inert atmosphere
3.1: potassium carbonate / tetrahydrofuran / 3 h / 10 - 20 °C / pH 9
View Scheme
trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

2-[[(3aR,4S,6R,6aS)-6-[[4-[N-[(1R,2S)-2-(3,4-difluorophenyl)cyclopropan-1-yl]-N-tert-butoxycarbonyl]amino]-2-(propylthio)-5-aminopyrimidin-6-yl]-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy]ethanol
1383715-60-3

2-[[(3aR,4S,6R,6aS)-6-[[4-[N-[(1R,2S)-2-(3,4-difluorophenyl)cyclopropan-1-yl]-N-tert-butoxycarbonyl]amino]-2-(propylthio)-5-aminopyrimidin-6-yl]-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 - 25 °C
1.2: 3 h / 20 - 25 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -25 - -15 °C
2.2: 1.5 h / -25 - -15 °C
2.3: 0.08 h
3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 - 25 °C
4.1: sodium hydrogencarbonate; sodium dithionite / water; acetone / 2 h / 20 - 25 °C
View Scheme
trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

tert-butyl N-[3-[(3aS,4R,6S,6aR)-6-(2-hydroxyethoxy)-2,2-dimethyl-hexahydrocyclopenta[d][1,3]dioxol-4-yl]-5-(propylsulfanyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl]-N-[(1R,2S)-2-(3,4-difluorophenyl)cyclopropyl]carbamate
1383715-61-4

tert-butyl N-[3-[(3aS,4R,6S,6aR)-6-(2-hydroxyethoxy)-2,2-dimethyl-hexahydrocyclopenta[d][1,3]dioxol-4-yl]-5-(propylsulfanyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-7-yl]-N-[(1R,2S)-2-(3,4-difluorophenyl)cyclopropyl]carbamate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 - 25 °C
1.2: 3 h / 20 - 25 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -25 - -15 °C
2.2: 1.5 h / -25 - -15 °C
2.3: 0.08 h
3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 - 25 °C
4.1: sodium hydrogencarbonate; sodium dithionite / water; acetone / 2 h / 20 - 25 °C
5.1: sodium azide; acetic acid / toluene; water / 1 h / 5 - 10 °C
View Scheme
trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

2-({(3aR,4S,6R,6aS)-6-[7-{[[N-(IR,2S)-2-(3,4-difluorophenyl)-cyclopropan-1-yl]-N-benzyl]amino}-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl]-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl}oxy)ethanol
1383715-62-5

2-({(3aR,4S,6R,6aS)-6-[7-{[[N-(IR,2S)-2-(3,4-difluorophenyl)-cyclopropan-1-yl]-N-benzyl]amino}-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl]-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl}oxy)ethanol

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 - 25 °C
1.2: 3 h / 20 - 25 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -25 - -15 °C
2.2: 1.5 h / -25 - -15 °C
2.3: 0.08 h
3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 - 25 °C
4.1: sodium hydrogencarbonate; sodium dithionite / water; acetone / 2 h / 20 - 25 °C
5.1: sodium azide; acetic acid / toluene; water / 1 h / 5 - 10 °C
6.1: iodine / acetone / 2 h / 25 - 60 °C
7.1: potassium carbonate / acetone / 20 h / 55 - 60 °C
View Scheme
trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

C30H34F2N6O4S
1383715-63-6

C30H34F2N6O4S

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 - 25 °C
1.2: 3 h / 20 - 25 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -25 - -15 °C
2.2: 1.5 h / -25 - -15 °C
2.3: 0.08 h
3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 - 25 °C
4.1: sodium hydrogencarbonate; sodium dithionite / water; acetone / 2 h / 20 - 25 °C
5.1: sodium azide; acetic acid / toluene; water / 1 h / 5 - 10 °C
6.1: iodine / acetone / 2 h / 25 - 60 °C
7.1: potassium carbonate / acetone / 20 h / 55 - 60 °C
8.1: hydrogenchloride; water / methanol / 5 h / 20 - 25 °C
8.2: 25 - 30 °C / pH 10
View Scheme
trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt
376608-71-8

trans-(1R,2S)-2-(3,4-difluorophenyl)cyclopropylamine (2R)-2-hydroxy-2-phenylacetic acid salt

2-({(3aR,45,6R,6aS)-6-[7-{[[N-(1R,2S)-2-(3,4-difluorophenyl)-cyclopropan-1-yl]-N-tert-butoxycarbonyl]amino}-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl]-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl}oxy)-O-tertbutoxycarbonylethanol
1383715-64-7

2-({(3aR,45,6R,6aS)-6-[7-{[[N-(1R,2S)-2-(3,4-difluorophenyl)-cyclopropan-1-yl]-N-tert-butoxycarbonyl]amino}-5-(propylthio)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl]-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl}oxy)-O-tertbutoxycarbonylethanol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.5 h / 20 - 25 °C
1.2: 3 h / 20 - 25 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -25 - -15 °C
2.2: 1.5 h / -25 - -15 °C
2.3: 0.08 h
3.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 - 25 °C
4.1: sodium hydrogencarbonate; sodium dithionite / water; acetone / 2 h / 20 - 25 °C
5.1: sodium azide; acetic acid / toluene; water / 1 h / 5 - 10 °C
6.1: potassium carbonate / acetone / 24 h / 25 - 60 °C
View Scheme
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