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Dayang Chem (Hangzhou) Co.,Ltd.

Dayangchem's 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. DayangChem can provide different quantities

(S)-TERT-BUTYL 2-(4-(4-CHLOROPHENYL)-2,3,9-TRIMETHYL-6H-THIENO[3,2-F][1,2,4]TRIAZOLO[4,3-A][1,4]DIAZEPIN-6-YL)ACETATE

Cas:1268524-70-4

Min.Order:1 Kilogram

FOB Price: $3.0

Type:Lab/Research institutions

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Hangzhou Think Chemical Co. Ltd

(+)-JQ-1 CAS No.:1268524-70-4 Name: (+)-JQ-1 Synonyms: (S)-(+)-tert-Butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetat

High purity (+)-JQ-1 CAS No.:1268524-70-4

Cas:1268524-70-4

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Other

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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

Hebei Nengqian Chemical Import and Export Co., LTD

With our good experience, we offer detailed technical support and advice to assist customers. We communicate closely with customers to establish their quality requirements. Consistent Quality Our plant has strict quality control in each manufactu

Jq CAS No. 1268524-70-4

Cas:1268524-70-4

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 1268524-70-4 with competitive price

Cas:1268524-70-4

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

Qingdao Beluga Import and Export Co., LTD

S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-triMethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate CAS:1268524-70-4 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research and deve

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

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

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 Business Custom Synthesis: Trading(Raw Mater

Taizhou Crene Biotechnology co.ltd

Our company provides one-stop services of research - development - production for a variety of special prouducts. Not only do we make effective use of our strong technological strength, but also establish of cooperative relations with several well-

(+)-JQ1 cas 1268524-70-4

Cas:1268524-70-4

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

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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

Supply JQ1

Cas:1268524-70-4

Min.Order:10 Kilogram

Negotiable

Type:Trading Company

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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

Wuhan Xinhao Biotechnology Co., Ltd.

1. We can provide customers with "one-stop"packaging service,from research,development,production,export and so on 2. Powerful R&D strength let our technology in a leading level,forever,in turn,to provide customers with better service .

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

Hangzhou Lingrui Chemical Co.,Ltd.

Our advantages: 1, High quality with competitive price: 1) Standard:BP/USP/EP/Enterprise standard 2) All Purity≥99% 3) We are manufacturer and can provide high quality products with factory price. 2, Fast and safe delivery 1) Parcel can be

Supply High quality JQ1 CAS1268524-70-4

Cas:1268524-70-4

Min.Order:1 Gram

Negotiable

Type:Other

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Senova Pharma

Multi-target purpose intermediate with wide usage Commercial production from grams to tons, with technical documents package support, and audit and inspection support. With high purity and optimized and stable process. Self Innovation Appeara

BET bromodomain inhibitor

Cas:1268524-70-4

Min.Order:10 Gram

Negotiable

Type:Manufacturers

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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,

Jiangsu Qianyu Molecular Technology Co., LTD.

Our Advantages A. International Top level TechnologyOur company owned biomedicine experts are famous at home and abroad with rich experience in research and development in the field of efficient chiral functional molecules research and development an

EAST CHEMSOURCES LIMITED

factory?direct?saleAppearance:White Powder Storage:Store In Dry, Cool And Ventilated Place Package:25kg/drum, also according to the clients requirement Application:It is widely used as a thickener, emulsifier and stabilizer Transportation:By Sea Or B

Supply JQ1

Cas:1268524-70-4

Min.Order:1 Kilogram

FOB Price: $18.0 / 20.0

Type:Trading Company

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TAIZHOU ZHENYU BIOTECHNOLOGY CO., LTD

Zhenyu biotech exported this product to many countries and regions at best price. if you are looking for the material's manufacturer or supplier in china, zhenyu biotech is your best choice. pls contact with us freely for getting detailed

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-triMethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Cas:1268524-70-4

Min.Order:1 Kilogram

FOB Price: $2.0

Type:Lab/Research institutions

inquiry

Shandong Mopai Biotechnology Co., LTD

Shandong Mopai Biotechnology 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 chemicals. W

KAISA GROUP INC

1.Applied in food field.it can improve the immune system and prolong life. 2.Appliedin cosmetic field.it can improve the skin care. 3.Applied in pharmaceutical field.it can treat various dieases. 4.Our product quality assurance will make our customer

Supply JQ1

Cas:1268524-70-4

Min.Order:1 Metric Ton

FOB Price: $1.5

Type:Trading Company

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Hangzhou ZeErRui Chemical Co., Ltd.

Density 1.33 Storage Conditions 2-8 °C Solubility DMSO: soluble 20mg/mL, clear Morphology Powder Color white to Beige Appearance:Detailed see specifications Storage:keep sealed and keep from direct light Package:Accordi

SAGECHEM LIMITED

SAGECHEM is a chemical R&D, manufacturing and distribution company in China since 2009, including pharmaceutical intermediates, agrochemical, dyestuff intermediates, organosilicone, API and etc. We also offer a full range of services in custom synthe

SAGECHEM/(+)-JQ1/SAGECHEM/Manufacturer in China

Cas:1268524-70-4

Min.Order:0

Negotiable

Type:Lab/Research institutions

inquiry

Golden Pharma Co., Limited

GOLDEN PHARMA CO.,LIMITED.is a professional pharmaceutical company,our team have more than 20years expereince in pharmaceutical production and sales. we are a professional technical enterprise specializing in the R & D, production,QA regulation

Bluecrystal chem-union

We are a Union of chemistry in China, consists of chemists,engineers, laboratories,factories in China. We organize surplus capacity of R&D and production as well as custom synthesis for chemical products and chemical business project. We are supp

Supply JQ1

Cas:1268524-70-4

Min.Order:1 Metric Ton

FOB Price: $1.0

Type:Trading Company

inquiry

Senova Technology Company Limited

Good price, high purity, mature production technology, in stock, accept custom synthesis per customer's requirements Storage:in stock Package:As per Customer‘ requirements Application:Pharmaceutical API

(+)-JQ1

Cas:1268524-70-4

Min.Order:0

Negotiable

Type:Other

inquiry

Hebei Mojin Biotechnology Co.,Ltd

We produce carbomer by our own factory,carbomer 940 is our best seller.It is used for cosmetic and medical.And we also become agent for lubrizol.Our carbomer 940 get high viscosity and good transparency.The price will depond on the market,surely supp

Suzhou Sibian Chemical Technology Co., Ltd

The process is mature and can be mass produced to 100 kg, with good quality and purity up to 99%.The product has a large stock and can be supplied stably. Package:bottle Application:Drug R&D Transportation:Sealed drying(25℃) Port:ShangHai

Synthetic route

(S)-tert-butyl 2-(5-(4-chlorophenyl)-6,7-dimethyl-2-oxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate
1268524-67-9

(S)-tert-butyl 2-(5-(4-chlorophenyl)-6,7-dimethyl-2-oxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate

acetic acid hydrazide
1068-57-1

acetic acid hydrazide

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Stage #1: tert-butyl (S)-2-(5-(4-chlorophenyl)-6,7-dimethyl-2-oxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate With potassium tert-butylate In tetrahydrofuran at -78 - 23℃; for 0.5h;
Stage #2: With diethyl chlorophosphate In tetrahydrofuran at -10℃; for 0.75h;
Stage #3: acetic acid hydrazide In tetrahydrofuran; butan-1-ol at 23 - 90℃; for 2h;
92%
Stage #1: tert-butyl (S)-2-(5-(4-chlorophenyl)-6,7-dimethyl-2-oxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate With potassium tert-butylate In tetrahydrofuran at -78 - -10℃; for 0.5h;
Stage #2: With chlorophosphoric acid diphenyl ester In tetrahydrofuran at -78 - -40℃; for 0.75h;
Stage #3: acetic acid hydrazide Further stages;
60.2%
With potassium tert-butylate; diethyl chlorophosphate In tetrahydrofuran
Stage #1: tert-butyl (S)-2-(5-(4-chlorophenyl)-6,7-dimethyl-2-oxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate In tetrahydrofuran; toluene at -40℃; for 1h;
Stage #2: With chlorophosphoric acid diphenyl ester In tetrahydrofuran; toluene at -10℃; for 2.3h;
Stage #3: acetic acid hydrazide In tetrahydrofuran; toluene at 20 - 80℃; for 2.5h; Reagent/catalyst; Temperature; Solvent;
Trimethyl orthoacetate
1445-45-0

Trimethyl orthoacetate

C21H23ClN2O2S2

C21H23ClN2O2S2

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Stage #1: C21H23ClN2O2S2 With hydrazine hydrate In tetrahydrofuran at 23℃; for 1h;
Stage #2: Trimethyl orthoacetate In toluene at 120℃; for 2h;
85%
(2-amino-4,5-dimethylthiophen-3-yl)(4-chlorophenyl)methanone
50508-66-2

(2-amino-4,5-dimethylthiophen-3-yl)(4-chlorophenyl)methanone

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: N-ethyl-N,N-diisopropylamine; 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V) / N,N-dimethyl-formamide / 16 h / 23 °C
2.1: piperidine / N,N-dimethyl-formamide / 0.5 h / 23 °C
3.1: silica gel / ethanol / 3 h / 90 °C
4.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / -78 - 23 °C
4.2: 0.75 h / -10 °C
4.3: 2 h / 23 - 90 °C
View Scheme
Multi-step reaction with 4 steps
1.1: N-ethyl-N,N-diisopropylamine; 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V) / N,N-dimethyl-formamide / 16 h / 23 °C
2.1: piperidine / N,N-dimethyl-formamide / 0.5 h / 23 °C
3.1: silica gel / ethanol / 3 h / 90 °C
4.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / -78 - 23 °C
4.2: 0.75 h / -10 °C
4.3: 2 h / 23 - 90 °C
View Scheme
Multi-step reaction with 5 steps
1.1: 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 23 °C
1.2: 16 h / 23 °C
2.1: piperidine / N,N-dimethyl-formamide / 0.5 h / 23 °C
3.1: acetic acid / ethanol / 0.5 h / 85 °C
4.1: tetraphosphorus decasulfide; sodium hydrogencarbonate / tetrahydrofuran / 16 h / 90 °C
5.1: hydrazine hydrate / tetrahydrofuran / 1 h / 23 °C
5.2: 2 h / 120 °C
View Scheme
p-chlorobenzoylacetonitrile
4640-66-8

p-chlorobenzoylacetonitrile

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: morpholine; sulfur / ethanol / 12 h / 23 - 70 °C
2.1: N-ethyl-N,N-diisopropylamine; 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V) / N,N-dimethyl-formamide / 16 h / 23 °C
3.1: piperidine / N,N-dimethyl-formamide / 0.5 h / 23 °C
4.1: silica gel / ethanol / 3 h / 90 °C
5.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / -78 - 23 °C
5.2: 0.75 h / -10 °C
5.3: 2 h / 23 - 90 °C
View Scheme
Multi-step reaction with 5 steps
1.1: morpholine; sulfur / ethanol / 12 h / 23 - 70 °C
2.1: N-ethyl-N,N-diisopropylamine; 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V) / N,N-dimethyl-formamide / 16 h / 23 °C
3.1: piperidine / N,N-dimethyl-formamide / 0.5 h / 23 °C
4.1: silica gel / ethanol / 3 h / 90 °C
5.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / -78 - 23 °C
5.2: 0.75 h / -10 °C
5.3: 2 h / 23 - 90 °C
View Scheme
Multi-step reaction with 6 steps
1.1: morpholine; sulfur / ethanol / 12 h / 25 °C
2.1: 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 23 °C
2.2: 16 h / 23 °C
3.1: piperidine / N,N-dimethyl-formamide / 0.5 h / 23 °C
4.1: acetic acid / ethanol / 0.5 h / 85 °C
5.1: tetraphosphorus decasulfide; sodium hydrogencarbonate / tetrahydrofuran / 16 h / 90 °C
6.1: hydrazine hydrate / tetrahydrofuran / 1 h / 23 °C
6.2: 2 h / 120 °C
View Scheme
(S)-tert-butyl-3-amino-4-((3-(4-chlorobenzoyl)-4,5-dimethylthiophen-2-yl)amino)-4-oxobutanoate
1268524-66-8

(S)-tert-butyl-3-amino-4-((3-(4-chlorobenzoyl)-4,5-dimethylthiophen-2-yl)amino)-4-oxobutanoate

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: silica gel / ethanol / 3 h / 90 °C
2.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / -78 - 23 °C
2.2: 0.75 h / -10 °C
2.3: 2 h / 23 - 90 °C
View Scheme
Multi-step reaction with 3 steps
1.1: acetic acid / ethanol / 0.5 h / 85 °C
2.1: tetraphosphorus decasulfide; sodium hydrogencarbonate / tetrahydrofuran / 16 h / 90 °C
3.1: hydrazine hydrate / tetrahydrofuran / 1 h / 23 °C
3.2: 2 h / 120 °C
View Scheme
Multi-step reaction with 2 steps
1: silica gel / toluene
2: potassium tert-butylate; diethyl chlorophosphate / tetrahydrofuran
View Scheme
tert-butyl-3-amino-4-((3-(4-chlorobenzoyl)-4,5-dimethylthiophen-2-yl)amino)-4-oxobutanoate

tert-butyl-3-amino-4-((3-(4-chlorobenzoyl)-4,5-dimethylthiophen-2-yl)amino)-4-oxobutanoate

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: acetic acid / ethanol / 0.5 h / 85 °C
2.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / -78 - 23 °C
2.2: 0.75 h / -10 °C
2.3: 2 h / 23 - 90 °C
View Scheme
(S)-tert-butyl 2-(5-(4-chlorophenyl)-6,7-dimethyl-2-oxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate
1268524-67-9

(S)-tert-butyl 2-(5-(4-chlorophenyl)-6,7-dimethyl-2-oxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate

A

(-)-JQ1
1268524-71-5

(-)-JQ1

B

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / -78 - -10 °C
1.2: 0.75 h / -78 - -10 °C
2.1: tetrahydrofuran; butan-1-ol / 2 h / 20 - 90 °C
View Scheme
(R)-tert-butyl 2-(5-(4-chlorophenyl)-6,7-dimethyl-2-oxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate

(R)-tert-butyl 2-(5-(4-chlorophenyl)-6,7-dimethyl-2-oxo-2,3-dihydro-1H-thieno[2,3-e][1,4]diazepin-3-yl)acetate

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: tetraphosphorus decasulfide; sodium hydrogencarbonate / tetrahydrofuran / 16 h / 90 °C
2.1: hydrazine hydrate / tetrahydrofuran / 1 h / 23 °C
2.2: 2 h / 120 °C
View Scheme
para-Chlorobenzyl alcohol
873-76-7

para-Chlorobenzyl alcohol

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: copper dichloride; potassium hydroxide; oxygen / N,N-dimethyl acetamide / 12 h / 25 °C
2.1: morpholine; sulfur / ethanol / 12 h / 25 °C
3.1: 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / 23 °C
3.2: 16 h / 23 °C
4.1: piperidine / N,N-dimethyl-formamide / 0.5 h / 23 °C
5.1: acetic acid / ethanol / 0.5 h / 85 °C
6.1: tetraphosphorus decasulfide; sodium hydrogencarbonate / tetrahydrofuran / 16 h / 90 °C
7.1: hydrazine hydrate / tetrahydrofuran / 1 h / 23 °C
7.2: 2 h / 120 °C
View Scheme
C9H7NOS

C9H7NOS

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: morpholine; sulfur / ethanol
2: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide
3: piperidine / N,N-dimethyl-formamide
4: silica gel / toluene
5: potassium tert-butylate; diethyl chlorophosphate / tetrahydrofuran
View Scheme
Fmoc-(tBu)Asp-OH
71989-14-5

Fmoc-(tBu)Asp-OH

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide
2: piperidine / N,N-dimethyl-formamide
3: silica gel / toluene
4: potassium tert-butylate; diethyl chlorophosphate / tetrahydrofuran
View Scheme
tert-butyl (3S)-3-amino-4-[[3-(4-chlorobenzoyl)-4,5-dimethyl-2-thienyl]amino]-4-oxobutanoate tosylate salt

tert-butyl (3S)-3-amino-4-[[3-(4-chlorobenzoyl)-4,5-dimethyl-2-thienyl]amino]-4-oxobutanoate tosylate salt

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium carbonate / Isopropyl acetate; water / 2 h / 25 °C
2.1: potassium amylate / tetrahydrofuran; toluene / 1 h / -40 °C
2.2: 2.3 h / -10 °C
2.3: 2.5 h / 20 - 80 °C
View Scheme
tert-butyl 3-amino-4-[[3-(4-chlorobenzoyl)-4,5-dimethyl-2-thienyl]amino]-4-oxobutanoate tosylate salt

tert-butyl 3-amino-4-[[3-(4-chlorobenzoyl)-4,5-dimethyl-2-thienyl]amino]-4-oxobutanoate tosylate salt

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: potassium carbonate / Isopropyl acetate; water / 2 h / 25 °C
2.1: potassium amylate / tetrahydrofuran; toluene / 1 h / -40 °C
2.2: 2.3 h / -10 °C
2.3: 2.5 h / 20 - 80 °C
View Scheme
4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine
166880-01-9

4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine

bromoacetic acid tert-butyl ester
5292-43-3

bromoacetic acid tert-butyl ester

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Stage #1: 4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine With lithium hexamethyldisilazane In tetrahydrofuran at -70℃; for 1h;
Stage #2: bromoacetic acid tert-butyl ester In tetrahydrofuran at -70 - 20℃; for 5h;
C15H13Cl2NO2S
204587-29-1

C15H13Cl2NO2S

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: sodium iodide / tetrahydrofuran / 2 h / 60 °C
2.1: ammonia / tetrahydrofuran / 3.5 h / -60 - 20 °C
3.1: acetic acid / isopropyl alcohol / 3 h / 90 °C
4.1: tetraphosphorus decasulfide; sodium carbonate / 1,2-dichloro-ethane / 5 h / 65 °C
5.1: hydrazine hydrate / methanol / 1 h / 0 °C
6.1: toluene / 1 h / 80 °C
7.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -70 °C
7.2: 5 h / -70 - 20 °C
View Scheme
C15H13ClINO2S

C15H13ClINO2S

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: ammonia / tetrahydrofuran / 3.5 h / -60 - 20 °C
2.1: acetic acid / isopropyl alcohol / 3 h / 90 °C
3.1: tetraphosphorus decasulfide; sodium carbonate / 1,2-dichloro-ethane / 5 h / 65 °C
4.1: hydrazine hydrate / methanol / 1 h / 0 °C
5.1: toluene / 1 h / 80 °C
6.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -70 °C
6.2: 5 h / -70 - 20 °C
View Scheme
glycine 3-(4-chloro-benzoyl)-4,5-dimethyl-thiophen-2-ylamide
54861-99-3

glycine 3-(4-chloro-benzoyl)-4,5-dimethyl-thiophen-2-ylamide

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: acetic acid / isopropyl alcohol / 3 h / 90 °C
2.1: tetraphosphorus decasulfide; sodium carbonate / 1,2-dichloro-ethane / 5 h / 65 °C
3.1: hydrazine hydrate / methanol / 1 h / 0 °C
4.1: toluene / 1 h / 80 °C
5.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -70 °C
5.2: 5 h / -70 - 20 °C
View Scheme
5-(4-chloro-phenyl)-6,7-dimethyl-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one
33671-41-9

5-(4-chloro-phenyl)-6,7-dimethyl-1,3-dihydro-thieno[2,3-e][1,4]diazepin-2-one

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: tetraphosphorus decasulfide; sodium carbonate / 1,2-dichloro-ethane / 5 h / 65 °C
2.1: hydrazine hydrate / methanol / 1 h / 0 °C
3.1: toluene / 1 h / 80 °C
4.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -70 °C
4.2: 5 h / -70 - 20 °C
View Scheme
C15H13ClN2S2

C15H13ClN2S2

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrazine hydrate / methanol / 1 h / 0 °C
2.1: toluene / 1 h / 80 °C
3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -70 °C
3.2: 5 h / -70 - 20 °C
View Scheme
C15H15ClN4S

C15H15ClN4S

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: toluene / 1 h / 80 °C
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -70 °C
2.2: 5 h / -70 - 20 °C
View Scheme
(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

(S)-[4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]acetic acid

(S)-[4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]acetic acid

Conditions
ConditionsYield
With formic acid at 20℃; for 75h;100%
With formic acid at 20℃; for 75h;100%
With trifluoroacetic acid In dichloromethane at 20℃; for 5h;100%
(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

trifluoroacetic acid
76-05-1

trifluoroacetic acid

2-[(9S)-7-(4-chlorophenyl)-4,5,13-trimethyl-3-thia-1,8,11,12-tetraazatricyclo[8.3.0.02’6]trideca-2(6),4,7,10,12-pentaen-9-yl]acetic acid trifluoroacetic acid salt

2-[(9S)-7-(4-chlorophenyl)-4,5,13-trimethyl-3-thia-1,8,11,12-tetraazatricyclo[8.3.0.02’6]trideca-2(6),4,7,10,12-pentaen-9-yl]acetic acid trifluoroacetic acid salt

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2h;100%
In dichloromethane at 20℃; for 3h;100%
(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

chloroacetyl chloride
79-04-9

chloroacetyl chloride

(S)-[4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]acetic acid

(S)-[4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]acetic acid

Conditions
ConditionsYield
With formic acid at 45℃;99.8%
3-phthalimido-1-propene
5428-09-1

3-phthalimido-1-propene

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

C34H33N5O4S

C34H33N5O4S

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); N-Methyldicyclohexylamine; tri tert-butylphosphoniumtetrafluoroborate In 1-methyl-pyrrolidin-2-one at 160℃; for 0.333333h; Microwave irradiation;99.2%
Benzophenone imine
1013-88-3

Benzophenone imine

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

tert-butyl (S)-2-(4-(4-((diphenylmethylene)amino)phenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

tert-butyl (S)-2-(4-(4-((diphenylmethylene)amino)phenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate In toluene at 110℃; for 16h; Inert atmosphere;98.5%
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate In toluene at 110℃; for 16h; Inert atmosphere;60%
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); caesium carbonate In toluene at 110℃; for 16h; Inert atmosphere;60%
methanol
67-56-1

methanol

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

methyl 2-((6S,Z)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepin-6-yl)acetate
916489-36-6

methyl 2-((6S,Z)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f] [1,2,4]triazolo[4,3-a] [1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
With sulfuric acid Reflux;95%
(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

tert-Butyldimethyl(prop-2-ynyloxy)silane
76782-82-6

tert-Butyldimethyl(prop-2-ynyloxy)silane

tert-butyl (S)-2-(4-(4-(3-((tert-butyldimethylsilyl)oxy)prop-1-yn-1-yl)phenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

tert-butyl (S)-2-(4-(4-(3-((tert-butyldimethylsilyl)oxy)prop-1-yn-1-yl)phenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
With bis[dicyclohexyl(2,4,6-triisopropyl-[1,1':3',1''-terphenyl]-2-yl)phosphane]palladium(II) dichloride; caesium carbonate In acetonitrile at 100℃; for 1.5h; Inert atmosphere;70%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

C18H27N3O7

C18H27N3O7

C41H51ClN7O8S(1+)*CF3O3S(1-)

C41H51ClN7O8S(1+)*CF3O3S(1-)

Conditions
ConditionsYield
Stage #1: trifluoromethylsulfonic anhydride; C18H27N3O7 With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -78℃; for 0.833333h; Inert atmosphere;
Stage #2: (S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate In tetrahydrofuran at -78℃; for 1.33333h; Inert atmosphere;
52%
N-methylpropargylamine
35161-71-8

N-methylpropargylamine

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

tert-butyl (S)-2-(2,3,9-trimethyl-4-(4-(3-(methylamino)prop-1-yn-1-yl)phenyl)-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

tert-butyl (S)-2-(2,3,9-trimethyl-4-(4-(3-(methylamino)prop-1-yn-1-yl)phenyl)-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
With bis[dicyclohexyl(2,4,6-triisopropyl-[1,1':3',1''-terphenyl]-2-yl)phosphane]palladium(II) dichloride; caesium carbonate In acetonitrile at 90℃; for 1h; Microwave irradiation;50%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

C13H17N3O3

C13H17N3O3

C36H41ClN7O4S(1+)*CF3O3S(1-)

C36H41ClN7O4S(1+)*CF3O3S(1-)

Conditions
ConditionsYield
Stage #1: trifluoromethylsulfonic anhydride; C13H17N3O3 With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -78℃; for 0.833333h; Inert atmosphere;
Stage #2: (S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate In tetrahydrofuran at -78℃; for 1.33333h; Inert atmosphere;
43%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

C14H19N3O4

C14H19N3O4

C37H43ClN7O5S(1+)*CF3O3S(1-)

C37H43ClN7O5S(1+)*CF3O3S(1-)

Conditions
ConditionsYield
Stage #1: trifluoromethylsulfonic anhydride; C14H19N3O4 With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -78℃; for 0.833333h; Inert atmosphere;
Stage #2: (S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate In tetrahydrofuran at -78℃; for 1.33333h; Inert atmosphere;
40%
(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

1,1-dimethylprop-3-ynylamine
2978-58-7

1,1-dimethylprop-3-ynylamine

tert-butyl (S)-2-(4-(4-(3-amino-3-methylbut-1-yn-1-yl)phenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

tert-butyl (S)-2-(4-(4-(3-amino-3-methylbut-1-yn-1-yl)phenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
With bis[dicyclohexyl(2,4,6-triisopropyl-[1,1':3',1''-terphenyl]-2-yl)phosphane]palladium(II) dichloride; caesium carbonate In acetonitrile at 95℃; for 1.5h; Microwave irradiation;38%
(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

but-3-yn-2-amine
30389-17-4

but-3-yn-2-amine

tert-butyl 2-((6S)-4-(4-(3-aminobut-1-yn-1-yl)phenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

tert-butyl 2-((6S)-4-(4-(3-aminobut-1-yn-1-yl)phenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
With bis[dicyclohexyl(2,4,6-triisopropyl-[1,1':3',1''-terphenyl]-2-yl)phosphane]palladium(II) dichloride; caesium carbonate In acetonitrile at 95℃; for 1.5h; Microwave irradiation;32%
(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Propargylamine
2450-71-7

Propargylamine

tert-butyl (S)-2-(4-(4-(3-aminoprop-1-yn-1-yl)phenyl)-2,3,9-trimethyl-6H-thieno[3,2-f ][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

tert-butyl (S)-2-(4-(4-(3-aminoprop-1-yn-1-yl)phenyl)-2,3,9-trimethyl-6H-thieno[3,2-f ][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
With Pd(Cy*Phine)2Cl2 ; caesium carbonate In N,N-dimethyl-formamide at 120℃; for 1h; Microwave irradiation; Inert atmosphere;24%
(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

but-3-yn-1-amine
14044-63-4

but-3-yn-1-amine

tert-butyl (S)-2-(4-(4-(4-aminobut-1-yn-1-yl)phenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

tert-butyl (S)-2-(4-(4-(4-aminobut-1-yn-1-yl)phenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

Conditions
ConditionsYield
With bis[dicyclohexyl(2,4,6-triisopropyl-[1,1':3',1''-terphenyl]-2-yl)phosphane]palladium(II) dichloride; caesium carbonate In acetonitrile at 90℃; for 2h; Microwave irradiation;10%
(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

C26H24N2O6S

C26H24N2O6S

(+)-JQ1

(+)-JQ1

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; Inert atmosphere;
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃;
(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

8-{2-[(S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]acetyl}-8-azabicyclo[3.2.1]octan-3-one
1426257-53-5

8-{2-[(S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]acetyl}-8-azabicyclo[3.2.1]octan-3-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / 1,4-dioxane / 20 °C
2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 3 h / 20 °C
View Scheme
(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

2-[(S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]-1-(2-oxa-6-azaspiro[3.3]hept-6-yl)ethan-1-one
1426257-54-6

2-[(S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]-1-(2-oxa-6-azaspiro[3.3]hept-6-yl)ethan-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / 1,4-dioxane / 20 °C
2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 2 h / 20 °C
View Scheme
(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

(1R,5S)-tert-butyl 3-({2-[(S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]acetyl}amino)-9-azabicyclo[3.3.1]nonane-9-carboxylate

(1R,5S)-tert-butyl 3-({2-[(S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]acetyl}amino)-9-azabicyclo[3.3.1]nonane-9-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / 1,4-dioxane / 20 °C
2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C
View Scheme
(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

N-[(1R,5S)-9-azabicyclo[3.3.1]non-3-yl]-2-[(S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]acetamide

N-[(1R,5S)-9-azabicyclo[3.3.1]non-3-yl]-2-[(S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]acetamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride / 1,4-dioxane / 20 °C
2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C
3: trifluoroacetic acid / dichloromethane / 20 °C
View Scheme
(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

2-[(S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]-1-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)ethan-1-one
1426257-55-7

2-[(S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]-1-(8-oxa-3-azabicyclo[3.2.1]oct-3-yl)ethan-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / 1,4-dioxane / 20 °C
2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 20 °C
View Scheme
(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

2-[(S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]-1-(2-oxa-6-azaspiro[3.4]oct-6-yl)ethan-1-one
1426257-56-8

2-[(S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]-1-(2-oxa-6-azaspiro[3.4]oct-6-yl)ethan-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / 1,4-dioxane / 20 °C
2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 20 °C
View Scheme
(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate
1268524-70-4

(S)-tert-butyl 2-(4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl)acetate

2-[(S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]-1-(2-oxa-7-azaspiro[3.5]non-6-yl)ethan-1-one
1426257-57-9

2-[(S)-4-(4-chlorophenyl)-2,3,9-trimethyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepin-6-yl]-1-(2-oxa-7-azaspiro[3.5]non-6-yl)ethan-1-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / 1,4-dioxane / 20 °C
2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 20 °C
View Scheme

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