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LIDE PHARMACEUTICALS LIMITED

Advantage : LIDE PHARMACEUTICALS LTD. is a mid-small manufacturing-type enterprise, engaged in pharmaceutical intermediates of R&D, custom-made and production, and also involving trading chemicals for export. We have established the R&amp

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

1,2,4-Triazolo[4,3-a]pyrazine, 7-[3-amino-1-oxo-4-(2,4,5-trifluorophenyl)-2-butenyl]-5,6,7,8-tetrahydro- 3-(trifluoromethyl)- CAS:847445-81-2 Qingdao Belugas Import and Export Co., Ltd. is a scientific and technological company integrating research

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

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 Dingyan Chem Co., Ltd

Enterprise standard Application:Pharma Intermediate

Hangzhou J&H Chemical Co., Ltd.

J&H CHEM is one of China's leading providers of integrated fine chemical services including offering, research and development, Custom manufacturing business, as well as other Value-added customer services, for diversified range products of chemicals

Henan Tianfu Chemical Co., Ltd.

1.Our services:A.Supply sampleB.The packing also can be according the customers` requirmentC.Any inquiries will be replied within 24 hoursD.we provide Commerical Invoice, Packing List, Bill of loading, COA , Health certificate and Origin certificate.

Antimex Chemical Limied

Ansciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali

Zhuozhou Wenxi import and Export Co., Ltd

Product Description Description & Specification Category Pharmaceutical Raw Materials, Fine Chemicals, Bulk drug Standard Medical standard

High quality CAS 847445-81-2 with best price

Cas:847445-81-2

Min.Order:1 Kilogram

FOB Price: $112.0

Type:Trading Company

inquiry

Guangdong Juda Chemical Industrial Co.,Limited

Appearance:solid or liquid Storage:sealed in cool and dry place Package:As customer's requested Application:Pharma Intermediate Transportation:by courier/air/sea Port:Any port in China

Hangzhou Fandachem Co.,Ltd

1,2,4-Triazolo[4,3-a]pyrazine, 7-[3-amino-1-oxo-4-(2,4,5-trifluorophenyl)-2-butenyl]-5,6,7,8-tetrahydro- 3-(trifluoromethyl)-Appearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:pharmaceuti

Henan Kanbei Chemical Co.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

Shanghai Chinqesen Biotechnology Co., Ltd.

Good Quality Package:1kg/bag Application:Medical or chemical Transportation:Air/Train/Sea Port:Shenzhen

847445-81-2

Cas:847445-81-2

Min.Order:0

Negotiable

Type:Trading Company

inquiry

ZHEJIANG JIUZHOU CHEM CO.,LTD

factory?direct?saleAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:healing drugs Transportation:By sea Port:Shanghai/tianjin

Amadis Chemical Co., Ltd.

1.Professional synthesis laboratory and production base. 2.Strong synthesis team and service team. 3.Professional data management system. 4.We provide the professional test date and product information ,ex. HNMR ,CNMR,FNMR, HPLC/G

Watson International Ltd

Watson International Ltd' has a very strong R&D and technical capacity supported by FCAD's platform. The subsidiaries under FCAD Group have accumulated much know-how of different fine chemical branches. For example, Apnoke Scientific L

suzhou BetterBioChem Co., Ltd.

Betterbiochem is specialized in APIs, pharmaceutical intermediates & fine chemicals. 1. The best quality, competitive price. 2. The best service before or after shipment. 3. Rich experience in export operation. 4. Rich experience in

3-Amino-1-(3-trifluoromethyl-5,6-dihydro-8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)-4-(2,4,5-trifluoro-p

Cas:847445-81-2

Min.Order:1 Gram

Negotiable

Type:Lab/Research institutions

inquiry

Chemical Technology Co.,LTD

1. Production capacity: we have three production base with high-tech production equipment and instruments, equipped with professional production personnel, meet your requirements.2. Quality assurance: we have a first-class testing equipment and testi

Shanghai united Scientific Co.,Ltd.

United Scientific Company Located in Shanghai of China , is a competitive player in the global specialty and fine chemical market. Fenghua has both the expertise and flexibility to produce a wide range of chemicals. Focusing on developing the innovat

Nanjing Chemlin Chemical Co., Ltd.

Nanjing Chemlin Chemical Industry Co., Ltd was established in Aug,1999, located in the industrial park of Nanjing University of Technology, It is a private enterprises in Jiangsu Province with 1200 square meters’ R&D center. Our R&D center has a well

847445-81-2

Cas:847445-81-2

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Hangzhou Haiqiang Chemical Co.,Ltd.

Enterprise standard Application:Pharma Intermediate

Nanjing Raymon Biotech Co., Ltd.

(2E/Z)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)but-2-en-2-amine Storage:Store in dry and cool condition Package:25kg or according to cutomer's demand Application:Chemical research/Pharm

Finetech Industry Limited

FINETECH INDUSTRY LIMITED is a LONDON based CRO company providing drug discovery & development services to worldwide clients. FINETECH INDUSTRY LIMITED supplies the (2Z)-3-Amino-1-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl

Hebei Ruishun Trade Co.,Ltd

Supply top quality products with a reasonable price Application:api

847445-81-2

Cas:847445-81-2

Min.Order:0

Negotiable

Type:Trading Company

inquiry

Debye Scientific

Debyesci is here who supplied several kinds of chemical products to global pharmaceutical, drug discovery, agrochemical and biotechnology industries for four yearsOur key scientific leadership team has gained experience in top research and developmen

NovaChemistry

high purity Application:Drug intermediates Materials intermediates and active molecules

Synthetic route

4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-one sodium salt

4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-one sodium salt

dehydrositagliptin
847445-81-2

dehydrositagliptin

Conditions
ConditionsYield
With ammonium hydroxide; ammonium acetate; acetic acid In methanol; water at 60 - 65℃; for 6h; Product distribution / selectivity; Reflux;88.4%
With ammonium hydroxide; ammonium acetate; acetic acid In methanol; water at 60 - 65℃; for 6h; Product distribution / selectivity;
1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butane-1,3-dione
764667-65-4

1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butane-1,3-dione

dehydrositagliptin
847445-81-2

dehydrositagliptin

Conditions
ConditionsYield
With ammonium acetate; ammonia In methanol; water at 55℃; for 6h;75%
With ammonium acetate; ammonia In methanol; water at 0 - 45℃;
With ammonium acetate
ammonia
7664-41-7

ammonia

1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butane-1,3-dione
764667-65-4

1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butane-1,3-dione

dehydrositagliptin
847445-81-2

dehydrositagliptin

Conditions
ConditionsYield
With ammonium acetate In methanol; water at 0 - 45℃; for 0.25 - 0.5h;
(2,4,5-trifluorophenyl)acetic acid
209995-38-0

(2,4,5-trifluorophenyl)acetic acid

dehydrositagliptin
847445-81-2

dehydrositagliptin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: dmap / acetonitrile / 25 - 30 °C
1.2: 30 - 50 °C
2.1: ammonium hydroxide; ammonium acetate; acetic acid / water; methanol / 6 h / 60 - 65 °C
View Scheme
3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-α]pyrazine hydrochloride

3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-α]pyrazine hydrochloride

dehydrositagliptin
847445-81-2

dehydrositagliptin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: dmap / acetonitrile / 25 - 30 °C
1.2: 30 - 50 °C
2.1: ammonium hydroxide; ammonium acetate; acetic acid / water; methanol / 6 h / 60 - 65 °C
View Scheme
4-(2,4,5-trifluorophenyl)-3-oxobutanoic acid
1256815-03-8

4-(2,4,5-trifluorophenyl)-3-oxobutanoic acid

dehydrositagliptin
847445-81-2

dehydrositagliptin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: toluene-4-sulfonic acid / dichloromethane / 20 °C / Molecular sieve
2.1: benzotriazol-1-ol / dichloromethane / 0.17 h / 0 °C
2.2: 14 h / 20 °C
3.1: hydrogenchloride / isopropyl alcohol / 4 h / 35 - 40 °C
View Scheme
C15H16F3NO4

C15H16F3NO4

dehydrositagliptin
847445-81-2

dehydrositagliptin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: benzotriazol-1-ol / dichloromethane / 0.17 h / 0 °C
1.2: 14 h / 20 °C
2.1: hydrogenchloride / isopropyl alcohol / 4 h / 35 - 40 °C
View Scheme
C21H21F6N5O3

C21H21F6N5O3

dehydrositagliptin
847445-81-2

dehydrositagliptin

Conditions
ConditionsYield
With hydrogenchloride In isopropyl alcohol at 35 - 40℃; for 4h;0.9 g
dehydrositagliptin
847445-81-2

dehydrositagliptin

(R/S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
823817-56-7

(R/S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine

Conditions
ConditionsYield
Stage #1: dehydrositagliptin With methanesulfonic acid; dimethylsulfide borane complex In tetrahydrofuran; isopropyl alcohol at -10 - -5℃; for 4h;
Stage #2: With ammonium hydroxide In tetrahydrofuran; water; isopropyl alcohol Product distribution / selectivity;
100%
Stage #1: dehydrositagliptin With methanesulfonic acid; dimethylsulfide borane complex In tetrahydrofuran; isopropyl alcohol at -10 - -5℃; for 4h;
Stage #2: With ammonia In tetrahydrofuran; water; isopropyl alcohol Product distribution / selectivity;
100%
With hydrogenchloride; sodium cyanoborohydride In methanol at 30℃; for 5h; pH=4.5;99.9%
With sodium cyanoborohydride; acetic acid In methanol; dichloromethane at -5 - 30℃;
Stage #1: dehydrositagliptin With sodium cyanoborohydride; acetic acid In methanol; dichloromethane at -5 - 30℃; Inert atmosphere;
Stage #2: With ammonia In water
dehydrositagliptin
847445-81-2

dehydrositagliptin

sitagliptin
486460-32-6

sitagliptin

Conditions
ConditionsYield
With C44H42O8P2Ru; hydrogen; ammonium salicylate; salicylic acid In toluene at 75℃; under 12153.3 Torr; for 20h; Solvent; Reagent/catalyst; Pressure; Temperature; Inert atmosphere;62%
Multi-step reaction with 3 steps
1: dimethylsulfide borane complex; methanesulfonic acid / isopropyl alcohol; tetrahydrofuran / 4 h / -10 - -5 °C
2: methanol
3: sodium hydrogencarbonate / water; methanol
View Scheme
Multi-step reaction with 3 steps
1: dimethylsulfide borane complex; methanesulfonic acid / isopropyl alcohol; tetrahydrofuran / 4 h / -10 - -5 °C
2: methanol / 3 h / 60 - 65 °C
3: sodium hydrogencarbonate / ethyl acetate; water
View Scheme
dehydrositagliptin
847445-81-2

dehydrositagliptin

(R)-Mandelic Acid
611-71-2

(R)-Mandelic Acid

sitagliptin (R)-(-)mandelate
1240038-86-1

sitagliptin (R)-(-)mandelate

Conditions
ConditionsYield
With hydrogen In water; isopropyl alcohol at 20 - 25℃; under 760.051 - 1520.1 Torr; for 4h; Autoclave; Inert atmosphere;35.6%
dehydrositagliptin
847445-81-2

dehydrositagliptin

A

(R/S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
823817-56-7

(R/S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine

B

(R/S)-3-hydroxy-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butan-1-one
1253056-01-7

(R/S)-3-hydroxy-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butan-1-one

Conditions
ConditionsYield
With sodium tetrahydroborate; methanesulfonic acid In tetrahydrofuran; isopropyl alcohol at -5 - 5℃;
dehydrositagliptin
847445-81-2

dehydrositagliptin

acetic acid
64-19-7

acetic acid

A

(R)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[ 4,3-a]pyrazin-7(8H)yl)-4-(2,4,5-trifluoro phenyl)butan-1-one acetate
1169707-34-9

(R)-3-amino-1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[ 4,3-a]pyrazin-7(8H)yl)-4-(2,4,5-trifluoro phenyl)butan-1-one acetate

B

C32H25F12N9O2

C32H25F12N9O2

Conditions
ConditionsYield
With Ru(OAc)2(S)-DM-SegPhos; hydrogen In methanol at 80℃; under 14997.7 Torr; for 15h; optical yield given as %ee; enantioselective reaction;A 32 %Chromat.
B n/a
dehydrositagliptin
847445-81-2

dehydrositagliptin

salicylic acid
69-72-7

salicylic acid

sitagliptin salicylate

sitagliptin salicylate

Conditions
ConditionsYield
With Ru(OAc)2(S)-DM-SegPhos; hydrogen; ammonium salicylate In methanol at 80℃; under 14997.7 Torr; for 15h; optical yield given as %ee; enantioselective reaction;96 %Chromat.
dehydrositagliptin
847445-81-2

dehydrositagliptin

A

(S)-Sitagliptin

(S)-Sitagliptin

B

sitagliptin
486460-32-6

sitagliptin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dimethylsulfide borane complex; methanesulfonic acid / isopropyl alcohol; tetrahydrofuran / 4 h / -10 - -5 °C
2: methanol / 2 h / 20 °C
3: sodium hydrogencarbonate / water; methanol
View Scheme
With bis(1,5-cyclooctadiene)rhodium(I) trifluoromethanesulfonate; 1,1-bis[(2R,5R)-2,5-diethylphospholano]ferrocene; hydrogen; ammonium chloride In methanol at 70℃; under 22502.3 Torr; for 24h; Catalytic behavior; Pressure; Reagent/catalyst; Temperature; Solvent; Schlenk technique; Autoclave; enantioselective reaction;A n/a
B n/a
dehydrositagliptin
847445-81-2

dehydrositagliptin

(2R/2S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine (-)dibenzolyl-L-tartaric acid salt

(2R/2S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine (-)dibenzolyl-L-tartaric acid salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylsulfide borane complex; methanesulfonic acid / isopropyl alcohol; tetrahydrofuran / 4 h / -10 - -5 °C
2: methanol / 2 h / 20 °C
View Scheme
dehydrositagliptin
847445-81-2

dehydrositagliptin

A

(2R)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine (-)dibenzolyl-L-tartaric acid salt
1190094-97-3

(2R)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine (-)dibenzolyl-L-tartaric acid salt

B

(2S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine (-)dibenzolyl-L-tartaric acid salt
1219440-27-3

(2S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine (-)dibenzolyl-L-tartaric acid salt

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylsulfide borane complex; methanesulfonic acid / isopropyl alcohol; tetrahydrofuran / 4 h / -10 - -5 °C
2: isopropyl alcohol; methanol / 1 h / 60 - 65 °C
View Scheme
dehydrositagliptin
847445-81-2

dehydrositagliptin

A

dibenzoyl-D-tartaric acid (2R)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
1219440-25-1

dibenzoyl-D-tartaric acid (2R)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine

B

dibenzoyl-D-tartaric acid (2S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
1219440-26-2

dibenzoyl-D-tartaric acid (2S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylsulfide borane complex; methanesulfonic acid / isopropyl alcohol; tetrahydrofuran / 4 h / -10 - -5 °C
2: isopropyl alcohol; methanol / 1 h / 60 - 65 °C
View Scheme
dehydrositagliptin
847445-81-2

dehydrositagliptin

L-tartaric acid (2R)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
862156-85-2

L-tartaric acid (2R)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylsulfide borane complex; methanesulfonic acid / isopropyl alcohol; tetrahydrofuran / 4 h / -10 - -5 °C
2: methanol / 3 h / 60 - 65 °C
View Scheme
dehydrositagliptin
847445-81-2

dehydrositagliptin

A

(S)-(+)-O-acetylmandelic acid (2R)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
1219440-29-5

(S)-(+)-O-acetylmandelic acid (2R)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine

B

(S)-(+)-O-acetylmandelic acid (2S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine
1219440-30-8

(S)-(+)-O-acetylmandelic acid (2S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylsulfide borane complex; methanesulfonic acid / isopropyl alcohol; tetrahydrofuran / 4 h / -10 - -5 °C
2: water / 17 h / 60 - 65 °C
View Scheme
dehydrositagliptin
847445-81-2

dehydrositagliptin

dibenzoyl-D-tartaric acid 4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine

dibenzoyl-D-tartaric acid 4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylsulfide borane complex; methanesulfonic acid / isopropyl alcohol; tetrahydrofuran / 4 h / -10 - -5 °C
2: methanol
View Scheme
dehydrositagliptin
847445-81-2

dehydrositagliptin

A

(2R)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine phosphate

(2R)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine phosphate

B

(2S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine phosphate

(2S)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine phosphate

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: dimethylsulfide borane complex; methanesulfonic acid / isopropyl alcohol; tetrahydrofuran / 4 h / -10 - -5 °C
2: methanol
3: sodium hydrogencarbonate / water; methanol
4: phosphoric acid / isopropyl alcohol / 70 - 75 °C
View Scheme
Multi-step reaction with 4 steps
1: dimethylsulfide borane complex; methanesulfonic acid / isopropyl alcohol; tetrahydrofuran / 4 h / -10 - -5 °C
2: methanol / 2 h / 20 °C
3: sodium hydrogencarbonate / water; methanol
4: phosphoric acid / isopropyl alcohol / 70 - 75 °C
View Scheme
Multi-step reaction with 4 steps
1: dimethylsulfide borane complex; methanesulfonic acid / isopropyl alcohol; tetrahydrofuran / 4 h / -10 - -5 °C
2: methanol / 3 h / 60 - 65 °C
3: sodium hydrogencarbonate / ethyl acetate; water
4: phosphoric acid / isopropyl alcohol / 70 - 75 °C
View Scheme
dehydrositagliptin
847445-81-2

dehydrositagliptin

(2R)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine phosphate

(2R)-4-oxo-4-[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]-1-(2,4,5-trifluorophenyl)butan-2-amine phosphate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen; ammonium salicylate / [RhCl2(p-cymene)]2; (R)-(+)-2,2'-bis(diphenylphosphino)-1,1'-binaphthalene / 2,2,2-trifluoroethanol / 24 h / 50 °C / 22502.3 Torr / Autoclave
2: phosphoric acid / methanol
View Scheme
dehydrositagliptin
847445-81-2

dehydrositagliptin

A

C32H25F12N9O2

C32H25F12N9O2

B

sitagliptin
486460-32-6

sitagliptin

Conditions
ConditionsYield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (2S)-1-[(1S)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene; hydrogen; ammonium chloride In methanol at 50℃; under 5947.36 Torr; for 16h; enantioselective reaction;
dehydrositagliptin
847445-81-2

dehydrositagliptin

sitagliptin phosphate

sitagliptin phosphate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: chloro(1,5-cyclooctadiene)rhodium(I) dimer; (2S)-1-[(1S)-1-[bis(1,1-dimethylethyl)phosphino]ethyl]-2-(diphenylphosphino)ferrocene; hydrogen; ammonium chloride / methanol / 16 h / 50 °C / 5947.36 Torr
2: phosphoric acid / water; isopropyl alcohol
View Scheme
dehydrositagliptin
847445-81-2

dehydrositagliptin

C16H11F6N5O

C16H11F6N5O

Conditions
ConditionsYield
With hydroxylamine hydrochloride In N,N-dimethyl-formamide at 60 - 70℃; for 6h;0.5 g

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