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Simagchem Corporation

Welcome to Simagchem, your partner in China as a premier supply of bulk specialty chemicals for industry and life science. We introduce experienced quality product and exceptional JIT service with instant market intelligence in China to benefit our

Ality Chemical Corporation

The above product is Ality Chemical's strong item with best price, good quality and fast supply. Ality Chemical has been focusing on the research and production of this field for over 14 years. At the same time, we are always committed to providi

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 api, intermedi

2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Cas:274693-55-9

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Manufacturers

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Dayang Chem (Hangzhou) Co.,Ltd.

As a leading manufacturer and supplier of chemicals in China, DayangChem not only supply popular chemicals, but also DayangChem's R&D center offer custom synthesis services. DayangChem can provide different quantities of custom synthesis ch

Chemwill Asia Co., Ltd.

Our main production base is located in Xuzhou industry park. We are certified both to the ISO 9001 and ISO 14001 Standards, have a safety management system in place.Our R&D team masters core technology for process-design of target building block

2-[{(3αR,4S,6R,6αS)-6-Amino-2,2-dimethyltetrahydro-3αH-cyclopenta[d][1,3]dioxol-4-yl]-oxy}-ethanol

Cas:274693-55-9

Min.Order:5 Kiloliter

FOB Price: $1.2 / 5.0

Type:Manufacturers

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Henan Tianfu Chemical Co., Ltd.

Our company was built in 2009 with an ISO certificate.In the past 5 years, we have grown up as a famous fine chemicals supplier in China and we had established stable business relationships with Samsung,LG,Merck,Thermo Fisher Scientific and so on.O

high quality 1-Acetyladamantane Intermediate

Cas:274693-55-9

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Lab/Research institutions

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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

Factory direct supply CAS 274693-55-9 with best quality

Cas:274693-55-9

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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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

2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol 274693-55-9

Cas:274693-55-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Baoji Guokang Healthchem co.,ltd

Our company has been in existence for 10 years since its establishment. We have our own unique team. The company integrates independent research and development, production and sales. We have established famous brands at home and abroad. At prese

1-Acetyladamantane Intermediate

Cas:274693-55-9

Min.Order:1 Kilogram

FOB Price: $51.0 / 65.0

Type:Trading Company

inquiry

Qingdao Beluga Import and Export Co., LTD

1-Acetyladamantane Intermediate CAS:274693-55-9 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and development, production and trade of chemical intermediates, specializing in high quality

1-Acetyladamantane Intermediate CAS:274693-55-9

Cas:274693-55-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Shandong Hanjiang Chemical Co., Ltd.

Hello, dear friend! I'm Hansen and Allen from China. Welcome to my lookchem mall! The following is a brief introduction of our company's products and services. If you are interested in our products, please contact us by emai

2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Cas:274693-55-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Hebei Quanhe Biotechnology Co. LTD

1. Timely and efficient service to ensure communication with customers 2. Produce products of different specifications and sizes according to your requirements. 3. Quality procedures and standards recognized by SGS. Advanced plant equipment ensures s

1-Acetyladamantane Intermediate

Cas:274693-55-9

Min.Order:1 Kilogram

FOB Price: $30.0 / 50.0

Type:Lab/Research institutions

inquiry

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

2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Cas:274693-55-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Xiamen Hisunny Chemical Co.,Ltd

Best quality & Attractive price & Professional service; Trial & Pilot & Commercial Hisunny Chemical is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality intermediates, specia

Wuhan Han Sheng New Material Technology Co.,Ltd

Our Advantage: high quality with competitive price High quality standard: BP/USP/EP Enterprise standard All purity customized Fast and safe delivery We have reliable forwarder who can help us deliver our goods more fast and safe. We

TIANFUCHEM-- 1-Acetyladamantane Intermediate

Cas:274693-55-9

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

inquiry

Triumph International Development Limilted

Triumph has the complete production of G- KG - MT service chain,we can make the new technology into productivity quickly in the research and development of new products. Main Service 1.Own made fine chemical products 2.Out sourcing and qua

2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Cas:274693-55-9

Min.Order:100 Gram

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

274693-55-9 1-Acetyladamantane Intermediate

Cas:274693-55-9

Min.Order:1 Kilogram

FOB Price: $15.0 / 50.0

Type:Trading Company

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

2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Cas:274693-55-9

Min.Order:1 Kilogram

Negotiable

Type:Trading Company

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

2-{[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]-dioxol-4-yl] oxy}-1-ethol

Cas:274693-55-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

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

2-[[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyl-4,5,6,6a-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy]ethanol

Cas:274693-55-9

Min.Order:0 Metric Ton

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

1-Acetyladamantane Intermediate

Cas:274693-55-9

Min.Order:4 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Hope Chem Co., Ltd

1. Product advantages: exquisite appearance and unique functions. 2. Product Advantages: Our products are the best,fast speed ,in large stock 3. High-quality products and thoughtful service are your greatest satisfaction. 4. The product

2-(((3aR,4S,6R,6aS)-6-Amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol

Cas:274693-55-9

Min.Order:0

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

2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Cas:274693-55-9

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Massive Chemical Technology Co., Ltd.

Massive Chemical is certified with ISO9001 and ISO14001 manufacturer for this product. We will offer all documents as requirement for the materials which includes, Certificate of Analysis, Material Safety Data Sheet, and Method of Analysis and

1-Acetyladamantane Intermediate

Cas:274693-55-9

Min.Order:1 Gram

FOB Price: $1.0

Type:Lab/Research institutions

inquiry

Zibo Hangyu Biotechnology Development Co., Ltd

Zibo Hangyu Biotechnology Development Co., Ltd is a leading manufacturer and supplier of chemicals in China. We develop produce and distribute high quality pharmaceuticals, intermediates, special chemicals and OLED intermediates and other fine chemi

High quality 2-{[(3Ar,4S,6R,6As)-6-Amino-2,2-Dimethyltetrahydro-3Ah-Cyclopenta[D][1,3]-Dio

Cas:274693-55-9

Min.Order:10 Gram

FOB Price: $100.0

Type:Lab/Research institutions

inquiry

HANGZHOU YUNUO CHEMICAL CO.,LTD

Superior quality, moderate price & quick delivery. Appearance:white powder Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:as per your request Application:Used as Pharmaceutical Intermediates Transportation:as

2-[[(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Cas:274693-55-9

Min.Order:1 Gram

Negotiable

Type:Trading Company

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

Siwei Development Group Ltd.

Product name: 2-((3aR,4S,6R,6aS)-6-Amino-2,2-dimethyltetrahydro-3aH-Cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-Tataric Acid CAS No.:274693-55-9 Molecule Formula:C10H19NO4 Molecule Weight:217.26 Purity: 99.0% Package: 25kg/drum Descripti

Zibo Dorne chemical technology co. LTD

Product Details Grade: pharmaceutical grade Purity:99%+ ProductionCapacity: 1000 Kilogram/Month Scope of use: For scientific research only(The product must be used legally) Our Advantage 1. Best quality with competitive price. 2. Quick shipping,

1-Acetyladamantane Intermediate

Cas:274693-55-9

Min.Order:1 Kilogram

Negotiable

Type:Lab/Research institutions

inquiry

Shanghai Minstar Chemical Co., Ltd

1-Acetyladamantane Intermediate Basic information Product Name: 1-Acetyladamantane Intermediate Synonyms: 2-(6-Amino-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yloxy)-ethanol;2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopent

1-Acetyladamantane Intermediate

Cas:274693-55-9

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Synthetic route

benzyl 6-(2-hydroxyethoxy)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ylcarbamate
274693-54-8

benzyl 6-(2-hydroxyethoxy)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ylcarbamate

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol99%
With 5%-palladium/activated carbon In methanol at 20℃; for 1h;75.7%
palladium on charcoal In ethanol
C17H25NO4

C17H25NO4

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen In ethanol at 50 - 60℃; under 750.075 Torr; for 12h; Autoclave; Inert atmosphere;98%
With palladium on activated charcoal; hydrogen; acetic acid In methanol at 20℃; under 3750.38 - 6000.6 Torr; for 10h;92.8%
C10H16O5

C10H16O5

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
With hydrogenchloride; pyridoxal 5'-phosphate; isopropylamine; triethylamine In water at 25℃; for 16h; pH=8; Solvent; Reagent/catalyst; Temperature; Large scale; Enzymatic reaction;97%
C15H27NO6

C15H27NO6

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
In ethylene glycol at 120℃; for 8h; Solvent; Temperature;92%
C17H24N2O6

C17H24N2O6

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
With palladium on activated charcoal; hydrogen; acetic acid In methanol at 20℃; for 14h;91.5%
(3aS,4R,6S,6aR)-N-benzyl-6-(2-(benzyloxy)ethoxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine
1444301-50-1

(3aS,4R,6S,6aR)-N-benzyl-6-(2-(benzyloxy)ethoxy)-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol at 40℃; under 7500.75 Torr; for 168h;63%
N-(((4S,5R)-2,2-dimethyl-5-vinyl-1 ,3-dioxolan-4-yl)methylene)-1-phenylmethanamine oxide
345898-95-5

N-(((4S,5R)-2,2-dimethyl-5-vinyl-1 ,3-dioxolan-4-yl)methylene)-1-phenylmethanamine oxide

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: N,N-dimethyl-formamide; toluene / 5 h / 110 °C
2.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C
3.1: N-ethyl-N,N-diisopropylamine / 4-methyl-2-pentanone / 2 h / 20 °C
4.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C
4.2: 3 h / 20 °C
5.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C
6.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: toluene / 5 h / Reflux
2.1: zinc; acetic acid / diethyl ether / 72.48 h / 0 - 25 °C
3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere
3.2: 4 h / 0 - 20 °C / Inert atmosphere
4.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr
View Scheme
Multi-step reaction with 6 steps
1.1: N,N-dimethyl-formamide / 2 h / Reflux
2.1: ammonium formate; palladium 10% on activated carbon / methanol / 1.5 h / Reflux
3.1: potassium carbonate / water / 5.5 h / 20 °C
4.1: sodium hydride / N,N-dimethyl-formamide / 1 h / -20 °C
4.2: 6.33 h / -20 - 20 °C
5.1: sodium tetrahydroborate; ethanol / 4 h / 60 °C
6.1: ammonium formate; palladium 10% on activated carbon / ethanol / 1 h / 40 °C
View Scheme
ethyl 2-(6-(benzyloxycarbonylamino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy) acetate

ethyl 2-(6-(benzyloxycarbonylamino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy) acetate

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C
2: 5%-palladium/activated carbon / methanol / 1 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C
1.2: 20 °C
1.3: pH 6 - 7
2.1: ammonium formate / palladium 10% on activated carbon / ethanol / 30 - 70 °C
View Scheme
[3aS-(3aα,4α,6α,6aα)]-(tetrahydro-6-hydroxy-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl)carbamic acid phenylmethyl ester
274693-53-7

[3aS-(3aα,4α,6α,6aα)]-(tetrahydro-6-hydroxy-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl)carbamic acid phenylmethyl ester

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C
1.2: 3 h / 20 °C
2.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C
3.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: potassium tert-butylate / tetrahydrofuran / 0 °C
2.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C
2.2: 20 °C
2.3: pH 6 - 7
3.1: ammonium formate / palladium 10% on activated carbon / ethanol / 30 - 70 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium tert-butylate
2: hydrogen / palladium on activated charcoal / ethanol
View Scheme
Multi-step reaction with 3 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / -20 °C
1.2: 6.33 h / -20 - 20 °C
2.1: sodium tetrahydroborate; ethanol / 4 h / 60 °C
3.1: ammonium formate; palladium 10% on activated carbon / ethanol / 1 h / 40 °C
View Scheme
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: pyridine / 24 h / 20 °C
2.1: sodium iodide / butanone / 24 h / 120 °C
3.1: zinc / ethanol / 1 h / 70 °C
4.1: sodium carbonate / ethanol / 1 h / 50 °C
5.1: N,N-dimethyl-formamide; toluene / 5 h / 110 °C
6.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C
7.1: N-ethyl-N,N-diisopropylamine / 4-methyl-2-pentanone / 2 h / 20 °C
8.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C
8.2: 3 h / 20 °C
9.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C
10.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C
View Scheme
Multi-step reaction with 8 steps
1.1: pyridine / 4 h / -10 - -5 °C
2.1: lithium bromide / butanone / 22 h / 80 °C
3.1: hydrogenchloride; zinc/copper couple / water; methanol / 18 h / 25 °C
4.1: sodium carbonate / methanol / 0.5 h / 25 °C
5.1: toluene / 5 h / Reflux
6.1: zinc; acetic acid / diethyl ether / 72.48 h / 0 - 25 °C
7.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere
7.2: 4 h / 0 - 20 °C / Inert atmosphere
8.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr
View Scheme
Conditions
ConditionsYield
Multi-step reaction with 11 steps
1.1: perchloric acid / acetone / 24 h / Molecular sieve
2.1: pyridine / 24 h / 20 °C
3.1: sodium iodide / butanone / 24 h / 120 °C
4.1: zinc / ethanol / 1 h / 70 °C
5.1: sodium carbonate / ethanol / 1 h / 50 °C
6.1: N,N-dimethyl-formamide; toluene / 5 h / 110 °C
7.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C
8.1: N-ethyl-N,N-diisopropylamine / 4-methyl-2-pentanone / 2 h / 20 °C
9.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C
9.2: 3 h / 20 °C
10.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C
11.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C
View Scheme
((3aR,4R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl 4-methylbenzenesulfonate
4137-56-8, 5531-22-6, 6953-71-5, 52631-00-2, 63087-95-6, 84894-43-9, 13007-50-6

((3aR,4R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methyl 4-methylbenzenesulfonate

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: sodium iodide / butanone / 24 h / 120 °C
2.1: zinc / ethanol / 1 h / 70 °C
3.1: sodium carbonate / ethanol / 1 h / 50 °C
4.1: N,N-dimethyl-formamide; toluene / 5 h / 110 °C
5.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C
6.1: N-ethyl-N,N-diisopropylamine / 4-methyl-2-pentanone / 2 h / 20 °C
7.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C
7.2: 3 h / 20 °C
8.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C
9.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C
View Scheme
Multi-step reaction with 7 steps
1.1: lithium bromide / butanone / 22 h / 80 °C
2.1: hydrogenchloride; zinc/copper couple / water; methanol / 18 h / 25 °C
3.1: sodium carbonate / methanol / 0.5 h / 25 °C
4.1: toluene / 5 h / Reflux
5.1: zinc; acetic acid / diethyl ether / 72.48 h / 0 - 25 °C
6.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere
6.2: 4 h / 0 - 20 °C / Inert atmosphere
7.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr
View Scheme
(4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolane-4-carbaldehyde
155934-55-7

(4R,5R)-2,2-dimethyl-5-vinyl-[1,3]dioxolane-4-carbaldehyde

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: sodium carbonate / ethanol / 1 h / 50 °C
2.1: N,N-dimethyl-formamide; toluene / 5 h / 110 °C
3.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C
4.1: N-ethyl-N,N-diisopropylamine / 4-methyl-2-pentanone / 2 h / 20 °C
5.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C
5.2: 3 h / 20 °C
6.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C
7.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: sodium carbonate / methanol / 0.5 h / 25 °C
2.1: toluene / 5 h / Reflux
3.1: zinc; acetic acid / diethyl ether / 72.48 h / 0 - 25 °C
4.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere
4.2: 4 h / 0 - 20 °C / Inert atmosphere
5.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr
View Scheme
(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol
155899-66-4

(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: N-ethyl-N,N-diisopropylamine / 4-methyl-2-pentanone / 2 h / 20 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C
2.2: 3 h / 20 °C
3.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C
4.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: potassium carbonate / ethanol; water / 3 h / 60 - 65 °C
1.2: 0.25 h
2.1: sodium t-butanolate / N,N-dimethyl-formamide; tetrahydrofuran / 2 h / -10 - 5 °C
3.1: diisobutylaluminium hydride / toluene / 2.5 h / -25 - -20 °C
3.2: 0.25 h
4.1: hydrogen / 20% palladium hydroxide-activated charcoal / methanol / 10 h / 20 - 25 °C / 2327.23 Torr / Autoclave; Inert atmosphere
View Scheme
Multi-step reaction with 4 steps
1.1: sodium carbonate / water; 4-methyl-2-pentanone / 20 °C
2.1: potassium tert-butylate / tetrahydrofuran / 0 °C
3.1: lithium borohydride / tetrahydrofuran / 0 - 20 °C
3.2: 20 °C
3.3: pH 6 - 7
4.1: ammonium formate / palladium 10% on activated carbon / ethanol / 30 - 70 °C
View Scheme
tetrahydro-2,2-dimethyl-6-phenylmethyl-(3aS,4S,7R,7aS)-4,7-methano-4H-1,3-dioxolo[4,5-d][1,2]oxazine
155855-51-9

tetrahydro-2,2-dimethyl-6-phenylmethyl-(3aS,4S,7R,7aS)-4,7-methano-4H-1,3-dioxolo[4,5-d][1,2]oxazine

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C
2.1: N-ethyl-N,N-diisopropylamine / 4-methyl-2-pentanone / 2 h / 20 °C
3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C
3.2: 3 h / 20 °C
4.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C
5.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: zinc; acetic acid / diethyl ether / 72.48 h / 0 - 25 °C
2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere
2.2: 4 h / 0 - 20 °C / Inert atmosphere
3.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr
View Scheme
(3aS,4S,6aR)-4-(iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole
50600-40-3

(3aS,4S,6aR)-4-(iodomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: zinc / ethanol / 1 h / 70 °C
2.1: sodium carbonate / ethanol / 1 h / 50 °C
3.1: N,N-dimethyl-formamide; toluene / 5 h / 110 °C
4.1: palladium 10% on activated carbon; hydrogen / methanol / 14 h / 20 °C
5.1: N-ethyl-N,N-diisopropylamine / 4-methyl-2-pentanone / 2 h / 20 °C
6.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / -30 °C
6.2: 3 h / 20 °C
7.1: lithium borohydride / tetrahydrofuran / 5 h / 0 °C
8.1: 5%-palladium/activated carbon / methanol / 1 h / 20 °C
View Scheme
(3aR,4S,6R,6aS)-6-(N,N-dibenzylamino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol
1383715-55-6

(3aR,4S,6R,6aS)-6-(N,N-dibenzylamino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium t-butanolate / N,N-dimethyl-formamide; tetrahydrofuran / 2 h / -10 - 5 °C
2.1: diisobutylaluminium hydride / toluene / 2.5 h / -25 - -20 °C
2.2: 0.25 h
3.1: hydrogen / 20% palladium hydroxide-activated charcoal / methanol / 10 h / 20 - 25 °C / 2327.23 Torr / Autoclave; Inert atmosphere
View Scheme
Multi-step reaction with 3 steps
1.1: potassium tert-butylate / dichloromethane; tetrahydrofuran / 5.5 h / 0 - 5 °C
2.1: hydrogen / palladium-on-charcoal / ethanol / 14 h / 43 - 48 °C / 3620.13 Torr / Autoclave
3.1: lithium borohydride / dichloromethane / 24 h / 20 - 25 °C / Inert atmosphere
3.2: 0.25 h
3.3: 0.5 h
View Scheme
Multi-step reaction with 4 steps
1.1: potassium tert-butylate / dichloromethane; tetrahydrofuran / 5.5 h / 0 - 5 °C
2.1: palladium 10% on activated carbon; hydrogen / ethanol-d6 / 14 h / 43 - 48 °C / 3620.13 Torr / Inert atmosphere
2.2: -5 - 55 °C
3.1: potassium carbonate / water; dichloromethane / 20 - 25 °C / pH 10 - 10.5
4.1: lithium borohydride / dichloromethane / 24 h / 20 - 25 °C / pH 10 - 10.5 / Inert atmosphere
View Scheme
tert-butyl [[(3aR,4S,6R,6aS)-6-(N,N-dibenzylamino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy]acetate
1383715-56-7

tert-butyl [[(3aR,4S,6R,6aS)-6-(N,N-dibenzylamino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy]acetate

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: diisobutylaluminium hydride / toluene / 2.5 h / -25 - -20 °C
1.2: 0.25 h
2.1: hydrogen / 20% palladium hydroxide-activated charcoal / methanol / 10 h / 20 - 25 °C / 2327.23 Torr / Autoclave; Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: hydrogen / palladium-on-charcoal / ethanol / 14 h / 43 - 48 °C / 3620.13 Torr / Autoclave
2.1: lithium borohydride / dichloromethane / 24 h / 20 - 25 °C / Inert atmosphere
2.2: 0.25 h
2.3: 0.5 h
View Scheme
Multi-step reaction with 3 steps
1.1: palladium 10% on activated carbon; hydrogen / ethanol-d6 / 14 h / 43 - 48 °C / 3620.13 Torr / Inert atmosphere
1.2: -5 - 55 °C
2.1: potassium carbonate / water; dichloromethane / 20 - 25 °C / pH 10 - 10.5
3.1: lithium borohydride / dichloromethane / 24 h / 20 - 25 °C / pH 10 - 10.5 / Inert atmosphere
View Scheme
2-[[(3aR,4S,6R,6aS)-6-(N,N-dibenzylamino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy]ethanol
1383715-57-8

2-[[(3aR,4S,6R,6aS)-6-(N,N-dibenzylamino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy]ethanol

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
With hydrogen; 20% palladium hydroxide-activated charcoal In methanol at 20 - 25℃; under 2327.23 Torr; for 10h; Autoclave; Inert atmosphere;
(+/-)-1β-amino-2α,3α-O-isopropylidene-2α,3α,4β-cyclopentanetriol
88756-83-6

(+/-)-1β-amino-2α,3α-O-isopropylidene-2α,3α,4β-cyclopentanetriol

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: ethanol / 20 °C / Reflux; Resolution of racemate
2: potassium carbonate / water; 4-methyl-2-pentanone
3: potassium tert-butylate
4: hydrogen / palladium on activated charcoal / ethanol
View Scheme
Multi-step reaction with 4 steps
1: ethanol / 20 °C / Reflux; Resolution of racemate
2: potassium carbonate / water; 4-methyl-2-pentanone
3: potassium tert-butylate
4: hydrogen / palladium on activated charcoal / ethanol
View Scheme
(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta-[d][1,3]dioxol-4-ol D-(-)-mandelate
1392909-30-6

(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta-[d][1,3]dioxol-4-ol D-(-)-mandelate

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / water; 4-methyl-2-pentanone
2: potassium tert-butylate
3: hydrogen / palladium on activated charcoal / ethanol
View Scheme
(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta-[d][1,3]dioxol-4-ol R-(-)-3-chloromandelate
1392909-34-0

(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta-[d][1,3]dioxol-4-ol R-(-)-3-chloromandelate

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: potassium carbonate / water; 4-methyl-2-pentanone
2: potassium tert-butylate
3: hydrogen / palladium on activated charcoal / ethanol
View Scheme
tert-butyl [[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy]acetate
1416158-39-8

tert-butyl [[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy]acetate

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Stage #1: tert-butyl [[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy]acetate With lithium borohydride In dichloromethane at 20 - 25℃; for 24h; Inert atmosphere;
Stage #2: With acetic acid In dichloromethane for 0.25h;
Stage #3: With potassium carbonate In dichloromethane for 0.5h;
With lithium borohydride In dichloromethane at 20 - 25℃; for 24h; pH=10 - 10.5; Inert atmosphere;0.7 g
(3aS,4S,6aR)-4-(bromomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole
78341-96-5

(3aS,4S,6aR)-4-(bromomethyl)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: hydrogenchloride; zinc/copper couple / water; methanol / 18 h / 25 °C
2.1: sodium carbonate / methanol / 0.5 h / 25 °C
3.1: toluene / 5 h / Reflux
4.1: zinc; acetic acid / diethyl ether / 72.48 h / 0 - 25 °C
5.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere
5.2: 4 h / 0 - 20 °C / Inert atmosphere
6.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr
View Scheme
(3aR,4S,6R,6aS)-6-(benzylamino)-2,2-dimethyltetrahydro-3ah-cyclopenta-[d][1,3]-dioxol-4-ol
155855-53-1

(3aR,4S,6R,6aS)-6-(benzylamino)-2,2-dimethyltetrahydro-3ah-cyclopenta-[d][1,3]-dioxol-4-ol

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere
1.2: 4 h / 0 - 20 °C / Inert atmosphere
2.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr
View Scheme
D-ribose
10257-32-6

D-ribose

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: hydrogenchloride / acetone / 22 h / 25 °C
2.1: pyridine / 4 h / -10 - -5 °C
3.1: lithium bromide / butanone / 22 h / 80 °C
4.1: hydrogenchloride; zinc/copper couple / water; methanol / 18 h / 25 °C
5.1: sodium carbonate / methanol / 0.5 h / 25 °C
6.1: toluene / 5 h / Reflux
7.1: zinc; acetic acid / diethyl ether / 72.48 h / 0 - 25 °C
8.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere
8.2: 4 h / 0 - 20 °C / Inert atmosphere
9.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr
View Scheme
Multi-step reaction with 9 steps
1.1: Dowex WX8 / 72 h / 25 °C
2.1: pyridine / 4 h / -10 - -5 °C
3.1: lithium bromide / butanone / 22 h / 80 °C
4.1: hydrogenchloride; zinc/copper couple / water; methanol / 18 h / 25 °C
5.1: sodium carbonate / methanol / 0.5 h / 25 °C
6.1: toluene / 5 h / Reflux
7.1: zinc; acetic acid / diethyl ether / 72.48 h / 0 - 25 °C
8.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere
8.2: 4 h / 0 - 20 °C / Inert atmosphere
9.1: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr
View Scheme
(3aS,4R,6S,6aR)-N-benzyl-6-(2-(benzyloxy)ethoxy)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine fumarate salt

(3aS,4R,6S,6aR)-N-benzyl-6-(2-(benzyloxy)ethoxy)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-amine fumarate salt

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water; ethyl acetate / 1 h / 20 °C
2: palladium 10% on activated carbon; hydrogen / methanol / 168 h / 40 °C / 7500.75 Torr
View Scheme
tert-butyl [[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy]acetate L-(+)-tartaric acid salt
1416158-40-1

tert-butyl [[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]oxy]acetate L-(+)-tartaric acid salt

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / water; dichloromethane / 20 - 25 °C / pH 10 - 10.5
2: lithium borohydride / dichloromethane / 24 h / 20 - 25 °C / pH 10 - 10.5 / Inert atmosphere
View Scheme
C15H19NO3

C15H19NO3

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: ammonium formate; palladium 10% on activated carbon / methanol / 1.5 h / Reflux
2.1: potassium carbonate / water / 5.5 h / 20 °C
3.1: sodium hydride / N,N-dimethyl-formamide / 1 h / -20 °C
3.2: 6.33 h / -20 - 20 °C
4.1: sodium tetrahydroborate; ethanol / 4 h / 60 °C
5.1: ammonium formate; palladium 10% on activated carbon / ethanol / 1 h / 40 °C
View Scheme
Multi-step reaction with 3 steps
1: zinc; acetic acid / tetrahydrofuran / 24 h / 5 - 25 °C
2: Nafion-H / toluene / 5 h / Reflux
3: palladium on activated charcoal; hydrogen / ethanol / 12 h / 50 - 60 °C / 750.08 Torr / Autoclave; Inert atmosphere
View Scheme
4,6-dichloro-2-(propylsulfanyl)-5-pyrimidinamine
145783-15-9

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

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

2-[((3aR,4S,6R,6aS)-6-[[5-amino-6-chloro-2-(propylsulfanyl)-4-pyrimidinyl]amino]-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy]-1-ethanol

2-[((3aR,4S,6R,6aS)-6-[[5-amino-6-chloro-2-(propylsulfanyl)-4-pyrimidinyl]amino]-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy]-1-ethanol

Conditions
ConditionsYield
Stage #1: 4,6-dichloro-2-(propylsulfanyl)-5-pyrimidinamine; [3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol In water; N,N-dimethyl-formamide for 0.333333h;
Stage #2: With triethylamine at 20℃; Reflux;
95%
With N-ethyl-N,N-diisopropylamine at 120 - 125℃; for 10h; Temperature; Inert atmosphere;93.5%
With sodium hydrogencarbonate In water at 100℃; for 20h; Reagent/catalyst; Temperature;88.3%
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

4,6-dichloro-5-nitro-2-(propylsulfanyl)pyrimidine
145783-14-8

4,6-dichloro-5-nitro-2-(propylsulfanyl)pyrimidine

2-[((3aR,4S,6R,6aS)-6-{[5-nitro-6-chloro-2-(propylthio)-4-pyrimidinyl]amino}-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy]-1-ethanol
1265919-25-2

2-[((3aR,4S,6R,6aS)-6-{[5-nitro-6-chloro-2-(propylthio)-4-pyrimidinyl]amino}-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy]-1-ethanol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 10 - 20℃; for 2h;93.5%
In tetrahydrofuran at 0 - 10℃; for 2h;45%
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

[3aR-(3aα, 4α,6α,6aα)]-[6-azido-2,2-dimethyl-tetrahydro-4H-cyclopenta-1,3-dioxane-4-oxy]ethanol

[3aR-(3aα, 4α,6α,6aα)]-[6-azido-2,2-dimethyl-tetrahydro-4H-cyclopenta-1,3-dioxane-4-oxy]ethanol

Conditions
ConditionsYield
With triflic azide; potassium carbonate; copper(II) sulfate In acetonitrile at 0 - 20℃; for 3h; Inert atmosphere;92.6%
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

2,4,6-trimethylbenzene-1-sulfonyl fluoride
384-98-5

2,4,6-trimethylbenzene-1-sulfonyl fluoride

N-((3aS,4R,6S,6aR)-6-(2-hydroxyethoxy)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)-2,4,6-trimethylbenzenesulfonamide

N-((3aS,4R,6S,6aR)-6-(2-hydroxyethoxy)-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)-2,4,6-trimethylbenzenesulfonamide

Conditions
ConditionsYield
With 1,1,3,3-Tetramethyldisiloxane; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 25℃; for 24h; Sealed tube;92%
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

5-amino-2,4,6-trichloropyrimidine
91322-00-8

5-amino-2,4,6-trichloropyrimidine

2-(((3aR,4S,6R,6aS)-6-((5-amino-2,6-dichloropyrimidin-4-yl)amino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol

2-(((3aR,4S,6R,6aS)-6-((5-amino-2,6-dichloropyrimidin-4-yl)amino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol

Conditions
ConditionsYield
With triethylamine at 110℃; Sealed tube;83%
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

(1S,2S,3R,5S)-3-amino-5-(2-hydroxyethoxy)cyclopentane-1,2-diol
1444301-60-3

(1S,2S,3R,5S)-3-amino-5-(2-hydroxyethoxy)cyclopentane-1,2-diol

Conditions
ConditionsYield
Stage #1: [3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol With hydrogenchloride In methanol; water at 20℃; for 24h;
Stage #2: With sodium carbonate In isopropyl alcohol at 20℃; for 24h;
80%
With hydrogenchloride In methanol; water at 10℃; for 11h;4.0 g
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

C7H9Cl2N3OS

C7H9Cl2N3OS

C17H27ClN4O5S

C17H27ClN4O5S

Conditions
ConditionsYield
With triethylamine In pentan-1-ol at 115℃; for 10h;78.75%
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

C7H9N5OS

C7H9N5OS

C17H26N6O4S

C17H26N6O4S

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 35℃; for 8h;75.05%
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

2,4,6-trichloro-5-nitropyrimidine
4359-87-9

2,4,6-trichloro-5-nitropyrimidine

2-(((3aR,4S,6R,6aS)-6-((2,6-dichloro-5-nitropyrimidin-4-yl)amino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol

2-(((3aR,4S,6R,6aS)-6-((2,6-dichloro-5-nitropyrimidin-4-yl)amino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)ethanol

Conditions
ConditionsYield
With sodium carbonate In tetrahydrofuran at 20℃; for 4h;59%
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

oxalic acid
144-62-7

oxalic acid

2-[[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]-dioxol-4-yl]oxy]-1-ethanol oxalate
1402150-30-4

2-[[(3aR,4S,6R,6aS)-6-amino-2,2-dimethyl-tetrahydro-3aH-cyclopenta[d][1,3]-dioxol-4-yl]oxy]-1-ethanol oxalate

Conditions
ConditionsYield
In ethanol; water at 65℃;
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

O,O'-dibenzoyl-L-tartaric acid
2743-38-6

O,O'-dibenzoyl-L-tartaric acid

bis[(3aS,4R,6S,6aR)-6-(2-hydroxyethoxy)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-aminium] 2,3-bis(benzoyloxy)succinate

bis[(3aS,4R,6S,6aR)-6-(2-hydroxyethoxy)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-aminium] 2,3-bis(benzoyloxy)succinate

Conditions
ConditionsYield
In ethanol at 10 - 50℃; for 4h;
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-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

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C
2: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C
View Scheme
Multi-step reaction with 2 steps
1: potassium tert-butylate
2: isopentyl nitrite / acetonitrile
View Scheme
Multi-step reaction with 2 steps
1: sodium hydrogencarbonate / water / 20 h / 100 °C
2: sodium nitrite / water; acetic acid / 2 h / 0 °C
View Scheme
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

ticagrelor
274693-27-5

ticagrelor

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C
2: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C
3: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h
4: hydrogenchloride; water / methanol / 1 h
View Scheme
Multi-step reaction with 4 steps
1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 - 25 °C
2.1: sodium hydrogencarbonate; sodium dithionite / water; acetone / 2 h / 20 - 25 °C
3.1: sodium azide; acetic acid / toluene; water / 1 h / 5 - 10 °C
4.1: hydrogenchloride; water / toluene; methanol / 2 h / 25 - 30 °C
4.2: pH > 8
View Scheme
Multi-step reaction with 5 steps
1.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 - 25 °C
2.1: sodium hydrogencarbonate; sodium dithionite / water; acetone / 2 h / 20 - 25 °C
3.1: sodium azide; acetic acid / toluene; water / 1 h / 5 - 10 °C
4.1: potassium carbonate / acetone / 24 h / 25 - 60 °C
5.1: hydrogenchloride; water / methanol / 5.5 h / 20 - 55 °C
5.2: 25 - 30 °C / pH 10
View Scheme
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

C30H38F2N6O5S

C30H38F2N6O5S

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C
2.1: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h
4.1: triethylamine / acetonitrile / 0.5 h / 20 °C
4.2: 2 h / 20 °C
View Scheme
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

C29H36F2N6O6S

C29H36F2N6O6S

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C
2.1: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h
4.1: triethylamine / acetonitrile / 0.5 h / 20 °C
4.2: 2 h / 20 °C
View Scheme
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

C31H40F2N6O6S

C31H40F2N6O6S

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C
2.1: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h
4.1: triethylamine / acetonitrile / 0.5 h / 20 °C
4.2: 2 h / 20 °C
View Scheme
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

2-((1S,2S,3S,4R)-4-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino-5-propylthio-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,3-dihydroxycyclopentyl)oxy) thyl carbonate
1381841-44-6

2-((1S,2S,3S,4R)-4-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino-5-propylthio-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,3-dihydroxycyclopentyl)oxy) thyl carbonate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C
2.1: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h
4.1: triethylamine / acetonitrile / 0.5 h / 20 °C
4.2: 2 h / 20 °C
5.1: iodine / methanol / 4 h / 60 °C
View Scheme
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

2-((1S,2S,3S,4R)-4-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino-5-propylthio-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,3-dihydroxycyclopentyl)oxy)ethyl isobutyl carbonate
1381841-46-8

2-((1S,2S,3S,4R)-4-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino-5-propylthio-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,3-dihydroxycyclopentyl)oxy)ethyl isobutyl carbonate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C
2.1: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h
4.1: triethylamine / acetonitrile / 0.5 h / 20 °C
4.2: 2 h / 20 °C
5.1: iodine / methanol / 4 h / 60 °C
View Scheme
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

[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 3 steps
1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C
2: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C
3: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h
View Scheme
Multi-step reaction with 4 steps
1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / 20 - 25 °C
2: sodium hydrogencarbonate; sodium dithionite / water; acetone / 2 h / 20 - 25 °C
3: sodium azide; acetic acid / toluene; water / 1 h / 5 - 10 °C
4: iodine / acetone / 2 h / 25 - 60 °C
View Scheme
Multi-step reaction with 3 steps
1: potassium tert-butylate
2: isopentyl nitrite / acetonitrile
3: N-ethyl-N,N-diisopropylamine
View Scheme
[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol
274693-55-9

[3aR-(3aα,4α,6α,6aα)]-2-[[6-amino-2,2-dimethyl tetrahydro-4H-cyclopenta-1,3-dioxol-4-yl]oxy]ethanol

2-((1S,2S,3S,4R)-4-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino-5-propylthio-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,3-dihydroxycyclopentyl)oxy)ethyl butyrate
1381841-39-9

2-((1S,2S,3S,4R)-4-(7-(((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)amino-5-propylthio-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)-2,3-dihydroxycyclopentyl)oxy)ethyl butyrate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: triethylamine; sodium iodide / 1,4-dioxane / 7 h / 120 °C
2.1: sodium nitrite / water; acetic acid; ethyl acetate / 30 °C
3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h
4.1: triethylamine / acetonitrile / 0.5 h / 20 °C
4.2: 2 h / 20 °C
5.1: iodine / methanol / 4 h / 60 °C
View Scheme

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