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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

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 709031-43-6 with best quality

Cas:709031-43-6

Min.Order:1 Kilogram

FOB Price: $139.0 / 210.0

Type:Trading Company

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Hebei Sankai Chemical Technology Co., Ltd

1. Product advantages High purity, all above 98.5%, no impurities after dissolution We will test each batch to ensure quality OEM and private brand services designed for free Various cap colors available We can also provide MT1 peptide powd

Shanghai Upbio Tech Co.,Ltd

1.In No Less 10 years exporting experience. you 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 Specializ

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

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

HANGZHOU YUNUO CHEMICAL CO.,LTD

Superior quality, moderate price & quick delivery. Appearance:White crystalloid powder Storage:Stored in cool, dry and ventilation place; Away from fire and heat Package:10g/bag,or as your request Application:For medicine , pesticide interm

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 o

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

GIHI CHEMICALS CO.,LIMITED

Lower price, sample is available,SDS test documents are available,large stock in warehouseAppearance:White powder Storage:Sealed and preserved Package:200/Kilograms Application:Fine chemical intermediates, used as the main raw material for the synthe

JINHUA HUAYI CHEMICAL CO., LTD.

Jinhua huayi chemical co., ltd. is dedicated to the development, production and marketing of chemicals. On the basis of equality and mutual benefit, and under the principle of customer first, credit first, quality first, we are ready to join hands

Hubei Taiho Chemical Co.,LTD

TAIHO Unique Advantages:1.We're factory2.Free samples available3.Commodity inspection can be done4.ISO9001,Kosher certifications5.10 years experiences Storage:Store in cool &dry place Package:aluminium foil bag/fiber can/plastic drum Application:comp

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

Wuhan Circle Star Chem-medical Technology co.,Ltd.

good quality, competitive price, thoughtful after sale serviceAppearance:white powder Storage:Keep it in dry,shady and cool place Package:25kg,50kg,180kg,200kg,250kg,1000kg,customization Application:Pharma;Industry;Agricultural;chemical reaserch Tran

Hangzhou Fandachem Co.,Ltd

N-[(1S)-2-[(1S,3S,5S)-3-Cyano-2-azabicyclo[3.1.0]hex-2-yl]-1-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-2-oxoethyl]carbamic acid 1,1-dimethylethyl esterAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum

Chemsigma International Co.,Ltd.

bulk?production Application:Pharmaceutical intermediates

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

LEAP CHEM Co., Ltd.

Best Seller, High Quality, Competitive Price, Fast Delivery, Quick ResponseAppearance:powder, or liquid Storage:Stored in room temperature, ventilated place Package:Bottle, barrel, cargo, container, etc. Application:Pharmaceuticals, intermediates, AP

N-boc-saxagliptin

Cas:709031-43-6

Min.Order:0

Negotiable

Type:Trading Company

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HENAN SUNLAKE ENTERPRISE CORPORATION

1. ISO 9001 approved, GMP producing standard,Proffesional QA system, our quality is guaranteed. 2. Facotory direct sale, most comptive price ensured; 3. Audited Supplier on lookchem, No trick, No Scam! 4. Enough stock can make sure safe deliv

Buy 709031-43-6 C23H33N3O4

Cas:709031-43-6

Min.Order:1 Kilogram

FOB Price: $1.0

Type:Trading Company

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Shanghai Forever Synthesis Co.,Ltd.

As a professional chemical R&D and synthesis supplier, Shanghai Forever Synthesis Co.,Ltd. is specialized R&D and synthesizing APIs and Impurities. Besides, we value more special service, that is, to customize chemical synthesis according to client’s

Boc-Saxagliptin

Cas:709031-43-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

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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.

please contact us to confirm the required quantity and quote, we will provide you with COA,NMR,HPLC and other relevant informationAppearance:White powder Storage:Store in a cool place. Keep container tightly closed in a dry and well-ventilated place

Shanghai AngewChem Co., Ltd.

Shanghai AngewChemCo., Ltd. is an innovative enterprise on fine chemicals and pharmaceuticals. Based on Shanghai R&D center and Hunan chemical manufacturing plant, we offer chemical research, process development, and large-scale production. Complete

N-[(1S)-2-[(1S,3S,5S)-3-cyano-...

Cas:709031-43-6

Min.Order:0

Negotiable

Type:Lab/Research institutions

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Jiangsu Allyrise Pharmaceutical Co., Ltd.

Appearance:white powder Storage:store in cool place. Keep container tightly closed in a dry and well-ventilated place. Package:aluminium foil bag; drum; as per your customers' requests Application:pharmaceutical Intermediate

Hebei Kangtai Pharmaceutical Co.,Ltd

Appearance:White crystalloid powder Storage:room temperature Package:25kg/Fiber Can Transportation:By air Port:Tianjin

Wuxi Morality Chemical Co., Ltd

Do best quality products, erect the morality model Application:please email us, thanks

Boc-saxagliptin

Cas:709031-43-6

Min.Order:0

Negotiable

Type:Other

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NovaChemistry

high purity Application:Drug intermediates Materials intermediates and active molecules

(S)-N-Boc-3-hydroxyadamantylglycine-L-cis-4,5-methanoprolinenitrile

Cas:709031-43-6

Min.Order:0

Negotiable

Type:Trading Company

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Synthetic route

(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-3-carbonitrile

(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-3-carbonitrile

Na(1+)*C17H26NO5(1-)

Na(1+)*C17H26NO5(1-)

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Stage #1: Na(1+)*C17H26NO5(1-) With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In ethyl acetate; acetonitrile at 20℃; for 5h;
Stage #2: (1S,3S,5S)-2-azabicyclo[3.1.0]hexane-3-carbonitrile In ethyl acetate; acetonitrile at 20℃; for 2h; Reagent/catalyst;
97.9%
tert-butyl [(1S)-2-[(1S,3S,5S)-3-carbamoyl-2-azabicyclo[3.1.0]hex-2-yl]-1-(3-hydroxytricyclo[3.3.1.13'7]dec-1-yl)-2-oxoethyl]carbamate
361442-01-5

tert-butyl [(1S)-2-[(1S,3S,5S)-3-carbamoyl-2-azabicyclo[3.1.0]hex-2-yl]-1-(3-hydroxytricyclo[3.3.1.13'7]dec-1-yl)-2-oxoethyl]carbamate

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Stage #1: tert-butyl [(1S)-2-[(1S,3S,5S)-3-carbamoyl-2-azabicyclo[3.1.0]hex-2-yl]-1-(3-hydroxytricyclo[3.3.1.13'7]dec-1-yl)-2-oxoethyl]carbamate With pyridine; trifluoroacetic anhydride In tetrahydrofuran for 1h;
Stage #2: With potassium hydroxide In methanol at 20℃; for 18h;
92%
Stage #1: tert-butyl [(1S)-2-[(1S,3S,5S)-3-carbamoyl-2-azabicyclo[3.1.0]hex-2-yl]-1-(3-hydroxytricyclo[3.3.1.13'7]dec-1-yl)-2-oxoethyl]carbamate With triethylamine In ethyl acetate at 5 - 25℃; for 0.666667h;
Stage #2: With trifluoroacetic anhydride In ethyl acetate at 20℃; for 2h;
92.3%
Stage #1: tert-butyl [(1S)-2-[(1S,3S,5S)-3-carbamoyl-2-azabicyclo[3.1.0]hex-2-yl]-1-(3-hydroxytricyclo[3.3.1.13'7]dec-1-yl)-2-oxoethyl]carbamate With pyridine; trifluoroacetic anhydride In tetrahydrofuran at 0℃; for 1.5h;
Stage #2: With potassium carbonate In tetrahydrofuran; methanol at 20 - 25℃; pH=> 10;
89%
(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-3-carbonitrile 4-methylbenzenesulfonate
929106-57-0

(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-3-carbonitrile 4-methylbenzenesulfonate

(S)-N-boc-(3-hydroxyadamantan-1-yl)glycine succinimide ester

(S)-N-boc-(3-hydroxyadamantan-1-yl)glycine succinimide ester

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 2h;77%
(αS)-α-[[(1,1-dimethylethoxy)carbonyl]-amino]-3-hydroxytricyclo[3.3.1.13,7]decane-1-acetic acid
361442-00-4

(αS)-α-[[(1,1-dimethylethoxy)carbonyl]-amino]-3-hydroxytricyclo[3.3.1.13,7]decane-1-acetic acid

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 85 percent / EDAC; HOBT; TEA / dimethylformamide / 20 °C
2.1: pyridine; trifluoroacetic anhydride / tetrahydrofuran / 1 h
2.2: 92 percent / aq. KOH / methanol / 18 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 4-methyl-morpholine / ethyl acetate; acetic acid butyl ester / 17.5 h / 0 °C / Inert atmosphere
2.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 1.5 h / 0 °C
2.2: 20 - 25 °C / pH > 10
View Scheme
Multi-step reaction with 2 steps
1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / ethyl acetate; acetonitrile / 3 h
2.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 0.5 h / 0 °C
2.2: 18 h / 20 °C
View Scheme
(S)-2-(adamantan-1-yl)-2-(((R)-2-hydroxy-1-phenylethyl)amino)acetonitrile
361441-95-4

(S)-2-(adamantan-1-yl)-2-(((R)-2-hydroxy-1-phenylethyl)amino)acetonitrile

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: 78 percent / aq. HCl; AcOH / 18 h / 80 °C
2.1: H2; AcOH / Pd(OH)2/C / methanol / 18 h / 2585.74 Torr
3.1: 4.07 g / K2CO3 / dimethylformamide / 19 h
4.1: 51 percent / KMnO4; aq. KOH / 1.5 h / 60 - 90 °C
5.1: 85 percent / EDAC; HOBT; TEA / dimethylformamide / 20 °C
6.1: pyridine; trifluoroacetic anhydride / tetrahydrofuran / 1 h
6.2: 92 percent / aq. KOH / methanol / 18 h / 20 °C
View Scheme
Multi-step reaction with 6 steps
1.1: hydrogenchloride; water / acetic acid / 80 °C
2.1: hydrogen; palladium 10% on activated carbon / acetic acid
3.1: triethylamine / methanol
4.1: potassium permanganate; potassium hydroxide / 90 °C
5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / ethyl acetate; acetonitrile / 3 h
6.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 0.5 h / 0 °C
6.2: 18 h / 20 °C
View Scheme
(R)-N-((S)-(adamantan-1-yl)(carboxy)methyl)-2-hydroxy-1-phenylethan-1-ammonium chloride

(R)-N-((S)-(adamantan-1-yl)(carboxy)methyl)-2-hydroxy-1-phenylethan-1-ammonium chloride

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: H2; AcOH / Pd(OH)2/C / methanol / 18 h / 2585.74 Torr
2.1: 4.07 g / K2CO3 / dimethylformamide / 19 h
3.1: 51 percent / KMnO4; aq. KOH / 1.5 h / 60 - 90 °C
4.1: 85 percent / EDAC; HOBT; TEA / dimethylformamide / 20 °C
5.1: pyridine; trifluoroacetic anhydride / tetrahydrofuran / 1 h
5.2: 92 percent / aq. KOH / methanol / 18 h / 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: hydrogen; palladium 10% on activated carbon / acetic acid
2.1: triethylamine / methanol
3.1: potassium permanganate; potassium hydroxide / 90 °C
4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / ethyl acetate; acetonitrile / 3 h
5.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 0.5 h / 0 °C
5.2: 18 h / 20 °C
View Scheme
1-adamantanemethanol
770-71-8

1-adamantanemethanol

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: 98 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / 1 h / -78 °C
2.1: 65 percent / NaHSO3 / H2O; methanol / 16 h / Heating
3.1: 78 percent / aq. HCl; AcOH / 18 h / 80 °C
4.1: H2; AcOH / Pd(OH)2/C / methanol / 18 h / 2585.74 Torr
5.1: 4.07 g / K2CO3 / dimethylformamide / 19 h
6.1: 51 percent / KMnO4; aq. KOH / 1.5 h / 60 - 90 °C
7.1: 85 percent / EDAC; HOBT; TEA / dimethylformamide / 20 °C
8.1: pyridine; trifluoroacetic anhydride / tetrahydrofuran / 1 h
8.2: 92 percent / aq. KOH / methanol / 18 h / 20 °C
View Scheme
1-Adamantanecarboxylic acid
828-51-3

1-Adamantanecarboxylic acid

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 10 steps
1.1: 100 percent / diethyl ether; hexane; methanol / 3 h / 20 °C
2.1: 96 percent / LiAlH4 / tetrahydrofuran / 1.5 h / 0 - 20 °C
3.1: 98 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / 1 h / -78 °C
4.1: 65 percent / NaHSO3 / H2O; methanol / 16 h / Heating
5.1: 78 percent / aq. HCl; AcOH / 18 h / 80 °C
6.1: H2; AcOH / Pd(OH)2/C / methanol / 18 h / 2585.74 Torr
7.1: 4.07 g / K2CO3 / dimethylformamide / 19 h
8.1: 51 percent / KMnO4; aq. KOH / 1.5 h / 60 - 90 °C
9.1: 85 percent / EDAC; HOBT; TEA / dimethylformamide / 20 °C
10.1: pyridine; trifluoroacetic anhydride / tetrahydrofuran / 1 h
10.2: 92 percent / aq. KOH / methanol / 18 h / 20 °C
View Scheme
Multi-step reaction with 10 steps
1.1: sulfuric acid; nitric acid; water / -5 - 1 °C
2.1: sodium tetrahydroborate / tetrahydrofuran / 2.5 h / 0 - 31 °C
2.2: 14.5 h / 0 - 30 °C
2.3: 1 h / 0 - 10 °C
3.1: potassium bromide; sodium hydrogencarbonate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hypochlorite / dichloromethane; water / 0 - 5 °C
4.1: sodium hydrogensulfite / water / 0.17 h / 0 - 2 °C
5.1: water / 0.17 h / 0 - 2 °C
5.2: 14.5 h / -4 - 80 °C
6.1: hydrogenchloride; water / 1 h / 24 - 80 °C
6.2: 12 h / 80 - 82 °C
7.1: acetic acid; palladium(II) hydroxide; hydrogen / methanol / 5 h / 48 - 52 °C / 2625.26 - 3000.3 Torr
8.1: potassium carbonate; water / tetrahydrofuran / 0.17 h / 3 - 10 °C
8.2: 2.08 h / 3 - 26 °C
8.3: 12 h / 40 °C
9.1: benzotriazol-1-ol / dichloromethane / 0.08 h / -5 - 0 °C
9.2: 15.5 h / -7 - 10 °C
10.1: pyridine; trifluoroacetic anhydride / tetrahydrofuran / 6.33 h / -3 - 15 °C
10.2: 7 - 15 °C / pH 10 - 10.5
View Scheme
1-Adamantanecarbaldehyde
2094-74-8

1-Adamantanecarbaldehyde

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: 65 percent / NaHSO3 / H2O; methanol / 16 h / Heating
2.1: 78 percent / aq. HCl; AcOH / 18 h / 80 °C
3.1: H2; AcOH / Pd(OH)2/C / methanol / 18 h / 2585.74 Torr
4.1: 4.07 g / K2CO3 / dimethylformamide / 19 h
5.1: 51 percent / KMnO4; aq. KOH / 1.5 h / 60 - 90 °C
6.1: 85 percent / EDAC; HOBT; TEA / dimethylformamide / 20 °C
7.1: pyridine; trifluoroacetic anhydride / tetrahydrofuran / 1 h
7.2: 92 percent / aq. KOH / methanol / 18 h / 20 °C
View Scheme
Multi-step reaction with 7 steps
1.1: sodium hydrogensulfite / 0 - 60 °C
2.1: hydrogenchloride; water / acetic acid / 80 °C
3.1: hydrogen; palladium 10% on activated carbon / acetic acid
4.1: triethylamine / methanol
5.1: potassium permanganate; potassium hydroxide / 90 °C
6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / ethyl acetate; acetonitrile / 3 h
7.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 0.5 h / 0 °C
7.2: 18 h / 20 °C
View Scheme
methyl adamantane-1-carboxylate
711-01-3

methyl adamantane-1-carboxylate

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: 96 percent / LiAlH4 / tetrahydrofuran / 1.5 h / 0 - 20 °C
2.1: 98 percent / oxalyl chloride; DMSO; Et3N / CH2Cl2 / 1 h / -78 °C
3.1: 65 percent / NaHSO3 / H2O; methanol / 16 h / Heating
4.1: 78 percent / aq. HCl; AcOH / 18 h / 80 °C
5.1: H2; AcOH / Pd(OH)2/C / methanol / 18 h / 2585.74 Torr
6.1: 4.07 g / K2CO3 / dimethylformamide / 19 h
7.1: 51 percent / KMnO4; aq. KOH / 1.5 h / 60 - 90 °C
8.1: 85 percent / EDAC; HOBT; TEA / dimethylformamide / 20 °C
9.1: pyridine; trifluoroacetic anhydride / tetrahydrofuran / 1 h
9.2: 92 percent / aq. KOH / methanol / 18 h / 20 °C
View Scheme
(S)-(+)-β-amino-1-adamantaneacetic acid
95853-35-3

(S)-(+)-β-amino-1-adamantaneacetic acid

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 4.07 g / K2CO3 / dimethylformamide / 19 h
2.1: 51 percent / KMnO4; aq. KOH / 1.5 h / 60 - 90 °C
3.1: 85 percent / EDAC; HOBT; TEA / dimethylformamide / 20 °C
4.1: pyridine; trifluoroacetic anhydride / tetrahydrofuran / 1 h
4.2: 92 percent / aq. KOH / methanol / 18 h / 20 °C
View Scheme
(alpha S)-alpha-[[(1,1-dimethylethoxy)carbonyl]amino]tricyclo[3.3.1.13,7]decane-1-acetic acid
361441-97-6

(alpha S)-alpha-[[(1,1-dimethylethoxy)carbonyl]amino]tricyclo[3.3.1.13,7]decane-1-acetic acid

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 51 percent / KMnO4; aq. KOH / 1.5 h / 60 - 90 °C
2.1: 85 percent / EDAC; HOBT; TEA / dimethylformamide / 20 °C
3.1: pyridine; trifluoroacetic anhydride / tetrahydrofuran / 1 h
3.2: 92 percent / aq. KOH / methanol / 18 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: potassium permanganate; potassium hydroxide / 90 °C
2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / ethyl acetate; acetonitrile / 3 h
3.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 0.5 h / 0 °C
3.2: 18 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20.5 h / 0 - 20 °C / Inert atmosphere
2: pyridine; potassium bromate; rhodium(III) chloride hydrate / water; acetonitrile / 60 °C
View Scheme
N-tert-butoxycarbonyl-3-hydroxy-1-adamantaneglycine

N-tert-butoxycarbonyl-3-hydroxy-1-adamantaneglycine

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: ethyl acetate / 17.42 h / 20 - 70 °C / Resolution of racemate
2.1: hydrogenchloride / ethyl acetate; water / pH 3
3.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 4-methyl-morpholine / ethyl acetate; acetic acid butyl ester / 17.5 h / 0 °C / Inert atmosphere
4.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 1.5 h / 0 °C
4.2: 20 - 25 °C / pH > 10
View Scheme
(αS)-α-[(1,1-dimethylethoxy)carbonyl]amino-3-hydroxytricyclo[3.3.1.13,7]decane-1-acetic acid

(αS)-α-[(1,1-dimethylethoxy)carbonyl]amino-3-hydroxytricyclo[3.3.1.13,7]decane-1-acetic acid

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrogenchloride / ethyl acetate; water / pH 3
2.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 4-methyl-morpholine / ethyl acetate; acetic acid butyl ester / 17.5 h / 0 °C / Inert atmosphere
3.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 1.5 h / 0 °C
3.2: 20 - 25 °C / pH > 10
View Scheme
(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-3-carboxamide hydrochloride

(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-3-carboxamide hydrochloride

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 4-methyl-morpholine / ethyl acetate; acetic acid butyl ester / 17.5 h / 0 °C / Inert atmosphere
2.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 1.5 h / 0 °C
2.2: 20 - 25 °C / pH > 10
View Scheme
Multi-step reaction with 2 steps
1.1: methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / Cooling with acetone-dry ice
1.2: 20 °C
2.1: pyridine; trifluoroacetic anhydride / 0.5 h / Cooling with ice
2.2: 7.55 h / Cooling
View Scheme
N-tert-butoxycarbonyl-2-(3-hydroxy-1-adamantyl)-D-glycine
1334321-39-9

N-tert-butoxycarbonyl-2-(3-hydroxy-1-adamantyl)-D-glycine

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: N-ethyl-N,N-diisopropylamine; isobutyl chloroformate / tetrahydrofuran / 1.5 h / -8 °C
1.2: 18 h / -8 - 25 °C
2.1: ethyl acetate / 17.42 h / 20 - 70 °C / Resolution of racemate
3.1: hydrogenchloride / ethyl acetate; water / pH 3
4.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; 4-methyl-morpholine / ethyl acetate; acetic acid butyl ester / 17.5 h / 0 °C / Inert atmosphere
5.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 1.5 h / 0 °C
5.2: 20 - 25 °C / pH > 10
View Scheme
(S)-(+)-(adamant-1-yl)aminoacetic acid hydrochloride
102502-64-7

(S)-(+)-(adamant-1-yl)aminoacetic acid hydrochloride

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: triethylamine / methanol
2.1: potassium permanganate; potassium hydroxide / 90 °C
3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / ethyl acetate; acetonitrile / 3 h
4.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 0.5 h / 0 °C
4.2: 18 h / 20 °C
View Scheme
5-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester
194594-23-5

5-hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: dmap; trifluoroacetic anhydride; N-ethyl-N,N-diisopropylamine
2.1: water; lithium hydroxide / ethanol
3.1: ammonia; N-ethyl-N,N-diisopropylamine; methanesulfonyl chloride / tetrahydrofuran
4.1: diethylzinc / 1,2-dimethoxyethane; dichloromethane / -30 - 20 °C
5.1: isopropyl alcohol / 60 °C
6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / ethyl acetate; acetonitrile / 3 h
7.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 0.5 h / 0 °C
7.2: 18 h / 20 °C
View Scheme
(S)-ethyl N-tert-butoxycarbonylpyroglutamate
144978-35-8, 144978-12-1

(S)-ethyl N-tert-butoxycarbonylpyroglutamate

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 8 steps
1.1: lithium triethylborohydride / toluene / -70 - -60 °C
2.1: dmap; trifluoroacetic anhydride; N-ethyl-N,N-diisopropylamine
3.1: water; lithium hydroxide / ethanol
4.1: ammonia; N-ethyl-N,N-diisopropylamine; methanesulfonyl chloride / tetrahydrofuran
5.1: diethylzinc / 1,2-dimethoxyethane; dichloromethane / -30 - 20 °C
6.1: isopropyl alcohol / 60 °C
7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / ethyl acetate; acetonitrile / 3 h
8.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 0.5 h / 0 °C
8.2: 18 h / 20 °C
View Scheme
Multi-step reaction with 7 steps
1.1: lithium triethylborohydride / toluene; tetrahydrofuran / 0.5 h / -45 °C / Large scale
1.2: 3 h / 25 °C / Large scale
2.1: lithium hydroxide monohydrate / water; ethanol / 2 h / 25 °C / Large scale
3.1: methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / -25 - -20 °C / Large scale
3.2: 3 h / 0 - 20 °C / Large scale
4.1: diethylzinc / dichloromethane; toluene; 1,2-dimethoxyethane / 0.75 h / -30 - -20 °C / Large scale
4.2: -25 - 24 °C / Large scale
5.1: hydrogenchloride / water; tetrahydrofuran; ethyl acetate / 18 h / 20 °C
6.1: methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / Cooling with acetone-dry ice
6.2: 20 °C
7.1: pyridine; trifluoroacetic anhydride / 0.5 h / Cooling with ice
7.2: 7.55 h / Cooling
View Scheme
ethyl (S)-pyroglutamate
7149-65-7

ethyl (S)-pyroglutamate

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 9 steps
1.1: dmap
2.1: lithium triethylborohydride / toluene / -70 - -60 °C
3.1: dmap; trifluoroacetic anhydride; N-ethyl-N,N-diisopropylamine
4.1: water; lithium hydroxide / ethanol
5.1: ammonia; N-ethyl-N,N-diisopropylamine; methanesulfonyl chloride / tetrahydrofuran
6.1: diethylzinc / 1,2-dimethoxyethane; dichloromethane / -30 - 20 °C
7.1: isopropyl alcohol / 60 °C
8.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / ethyl acetate; acetonitrile / 3 h
9.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 0.5 h / 0 °C
9.2: 18 h / 20 °C
View Scheme
Multi-step reaction with 8 steps
1.1: dmap / toluene / 3 h / 25 °C / Large scale
2.1: lithium triethylborohydride / toluene; tetrahydrofuran / 0.5 h / -45 °C / Large scale
2.2: 3 h / 25 °C / Large scale
3.1: lithium hydroxide monohydrate / water; ethanol / 2 h / 25 °C / Large scale
4.1: methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / -25 - -20 °C / Large scale
4.2: 3 h / 0 - 20 °C / Large scale
5.1: diethylzinc / dichloromethane; toluene; 1,2-dimethoxyethane / 0.75 h / -30 - -20 °C / Large scale
5.2: -25 - 24 °C / Large scale
6.1: hydrogenchloride / water; tetrahydrofuran; ethyl acetate / 18 h / 20 °C
7.1: methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / Cooling with acetone-dry ice
7.2: 20 °C
8.1: pyridine; trifluoroacetic anhydride / 0.5 h / Cooling with ice
8.2: 7.55 h / Cooling
View Scheme
(5S)-4,5-dihydro-1H-pyrrol-1,5-dicarboxylic acid [1-(1,1-dimethylethyl)] 5-ethyl ester
178172-26-4

(5S)-4,5-dihydro-1H-pyrrol-1,5-dicarboxylic acid [1-(1,1-dimethylethyl)] 5-ethyl ester

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: water; lithium hydroxide / ethanol
2.1: ammonia; N-ethyl-N,N-diisopropylamine; methanesulfonyl chloride / tetrahydrofuran
3.1: diethylzinc / 1,2-dimethoxyethane; dichloromethane / -30 - 20 °C
4.1: isopropyl alcohol / 60 °C
5.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / ethyl acetate; acetonitrile / 3 h
6.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 0.5 h / 0 °C
6.2: 18 h / 20 °C
View Scheme
Multi-step reaction with 6 steps
1.1: lithium hydroxide monohydrate / water; ethanol / 2 h / 25 °C / Large scale
2.1: methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 2 h / -25 - -20 °C / Large scale
2.2: 3 h / 0 - 20 °C / Large scale
3.1: diethylzinc / dichloromethane; toluene; 1,2-dimethoxyethane / 0.75 h / -30 - -20 °C / Large scale
3.2: -25 - 24 °C / Large scale
4.1: hydrogenchloride / water; tetrahydrofuran; ethyl acetate / 18 h / 20 °C
5.1: methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / Cooling with acetone-dry ice
5.2: 20 °C
6.1: pyridine; trifluoroacetic anhydride / 0.5 h / Cooling with ice
6.2: 7.55 h / Cooling
View Scheme
(S)-1-(tert-butoxycarbonyl)-2,3-dihydro-1H-pyrrole-2-carboxylic acid diisopropylethylamine salt
709031-37-8

(S)-1-(tert-butoxycarbonyl)-2,3-dihydro-1H-pyrrole-2-carboxylic acid diisopropylethylamine salt

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: ammonia; N-ethyl-N,N-diisopropylamine; methanesulfonyl chloride / tetrahydrofuran
2.1: diethylzinc / 1,2-dimethoxyethane; dichloromethane / -30 - 20 °C
3.1: isopropyl alcohol / 60 °C
4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / ethyl acetate; acetonitrile / 3 h
5.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 0.5 h / 0 °C
5.2: 18 h / 20 °C
View Scheme
(5S)-5-aminocarbonyl-4,5-dihydro-1H-pyrrole-1-carboxylic acid 1-(1,1-dimethylethyl) ester
709031-38-9

(5S)-5-aminocarbonyl-4,5-dihydro-1H-pyrrole-1-carboxylic acid 1-(1,1-dimethylethyl) ester

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: diethylzinc / 1,2-dimethoxyethane; dichloromethane / -30 - 20 °C
2.1: isopropyl alcohol / 60 °C
3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / ethyl acetate; acetonitrile / 3 h
4.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 0.5 h / 0 °C
4.2: 18 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: diethylzinc / dichloromethane; toluene; 1,2-dimethoxyethane / 0.75 h / -30 - -20 °C / Large scale
1.2: -25 - 24 °C / Large scale
2.1: hydrogenchloride / water; tetrahydrofuran; ethyl acetate / 18 h / 20 °C
3.1: methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / Cooling with acetone-dry ice
3.2: 20 °C
4.1: pyridine; trifluoroacetic anhydride / 0.5 h / Cooling with ice
4.2: 7.55 h / Cooling
View Scheme
[1S-(1α,3β,5α)]-3-(aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid 1,1-dimethylethyl ester
361440-67-7

[1S-(1α,3β,5α)]-3-(aminocarbonyl)-2-azabicyclo[3.1.0]hexane-2-carboxylic acid 1,1-dimethylethyl ester

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: isopropyl alcohol / 60 °C
2.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / ethyl acetate; acetonitrile / 3 h
3.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 0.5 h / 0 °C
3.2: 18 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: hydrogenchloride / water; tetrahydrofuran; ethyl acetate / 18 h / 20 °C
2.1: methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / Cooling with acetone-dry ice
2.2: 20 °C
3.1: pyridine; trifluoroacetic anhydride / 0.5 h / Cooling with ice
3.2: 7.55 h / Cooling
View Scheme
(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-3-carboxamide methane sulphonic acid
709031-45-8

(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-3-carboxamide methane sulphonic acid

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / ethyl acetate; acetonitrile / 3 h
2.1: trifluoroacetic anhydride; pyridine / tetrahydrofuran / 0.5 h / 0 °C
2.2: 18 h / 20 °C
View Scheme
C25H32F3N3O5
1194836-75-3

C25H32F3N3O5

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
With potassium carbonate In methanol; water at 40 - 45℃; for 3h;100 g
[(S)-1-Adamantan-1-yl-2-((1S,3S,5S)-3-cyano-2-aza-bicyclo[3.1.0]hex-2-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester
862590-98-5

[(S)-1-Adamantan-1-yl-2-((1S,3S,5S)-3-cyano-2-aza-bicyclo[3.1.0]hex-2-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
With pyridine; potassium bromate; rhodium(III) chloride hydrate In water; acetonitrile at 60℃; Solvent;
3-hydroxytricyclo[3.3.1.13'7]decane-1-carbaldehyde

3-hydroxytricyclo[3.3.1.13'7]decane-1-carbaldehyde

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: sodium hydrogensulfite / water / 0.17 h / 0 - 2 °C
2.1: water / 0.17 h / 0 - 2 °C
2.2: 14.5 h / -4 - 80 °C
3.1: hydrogenchloride; water / 1 h / 24 - 80 °C
3.2: 12 h / 80 - 82 °C
4.1: acetic acid; palladium(II) hydroxide; hydrogen / methanol / 5 h / 48 - 52 °C / 2625.26 - 3000.3 Torr
5.1: potassium carbonate; water / tetrahydrofuran / 0.17 h / 3 - 10 °C
5.2: 2.08 h / 3 - 26 °C
5.3: 12 h / 40 °C
6.1: benzotriazol-1-ol / dichloromethane / 0.08 h / -5 - 0 °C
6.2: 15.5 h / -7 - 10 °C
7.1: pyridine; trifluoroacetic anhydride / tetrahydrofuran / 6.33 h / -3 - 15 °C
7.2: 7 - 15 °C / pH 10 - 10.5
View Scheme
C11H17O5S(1-)*Na(1+)

C11H17O5S(1-)*Na(1+)

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: water / 0.17 h / 0 - 2 °C
1.2: 14.5 h / -4 - 80 °C
2.1: hydrogenchloride; water / 1 h / 24 - 80 °C
2.2: 12 h / 80 - 82 °C
3.1: acetic acid; palladium(II) hydroxide; hydrogen / methanol / 5 h / 48 - 52 °C / 2625.26 - 3000.3 Torr
4.1: potassium carbonate; water / tetrahydrofuran / 0.17 h / 3 - 10 °C
4.2: 2.08 h / 3 - 26 °C
4.3: 12 h / 40 °C
5.1: benzotriazol-1-ol / dichloromethane / 0.08 h / -5 - 0 °C
5.2: 15.5 h / -7 - 10 °C
6.1: pyridine; trifluoroacetic anhydride / tetrahydrofuran / 6.33 h / -3 - 15 °C
6.2: 7 - 15 °C / pH 10 - 10.5
View Scheme
(2S)-[((1S)-2-hydroxy-1-phenylethyl)amino]-(3-hydroxytricyclo[3.3.1.13'7]dec-1-yl)ethanenitrile

(2S)-[((1S)-2-hydroxy-1-phenylethyl)amino]-(3-hydroxytricyclo[3.3.1.13'7]dec-1-yl)ethanenitrile

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: hydrogenchloride; water / 1 h / 24 - 80 °C
1.2: 12 h / 80 - 82 °C
2.1: acetic acid; palladium(II) hydroxide; hydrogen / methanol / 5 h / 48 - 52 °C / 2625.26 - 3000.3 Torr
3.1: potassium carbonate; water / tetrahydrofuran / 0.17 h / 3 - 10 °C
3.2: 2.08 h / 3 - 26 °C
3.3: 12 h / 40 °C
4.1: benzotriazol-1-ol / dichloromethane / 0.08 h / -5 - 0 °C
4.2: 15.5 h / -7 - 10 °C
5.1: pyridine; trifluoroacetic anhydride / tetrahydrofuran / 6.33 h / -3 - 15 °C
5.2: 7 - 15 °C / pH 10 - 10.5
View Scheme
3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

saxagliptin

saxagliptin

Conditions
ConditionsYield
With hydrogenchloride In water; isopropyl alcohol at 60 - 65℃; for 2.08333h; Temperature;98.4%
Stage #1: 3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester With hydrogenchloride In water; isopropyl alcohol at 20 - 65℃; for 2.08333h;
Stage #2: With sodium hydroxide In dichloromethane; water; isopropyl alcohol Product distribution / selectivity;
86%
With hydrogenchloride In water; isopropyl alcohol at 60℃; for 2h;78%
3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

trifluoroacetic acid
76-05-1

trifluoroacetic acid

(S)-3-hydroxyadamantylglycine-L-cis-4,5-methanoprolinenitrile TFA salt
361442-05-9

(S)-3-hydroxyadamantylglycine-L-cis-4,5-methanoprolinenitrile TFA salt

Conditions
ConditionsYield
In dichloromethane at 20℃; for 2.5h;95%
In dichloromethane at 20℃; for 2.5h;90%
In dichloromethane at -5 - 2℃;17.05 g
3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxyadamantan-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile hydrochloric acid salt

(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxyadamantan-1-yl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile hydrochloric acid salt

Conditions
ConditionsYield
With hydrogenchloride In water; isopropyl alcohol at 60 - 65℃; for 3h;89%
3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

saxagliptin monohydrate
945667-22-1

saxagliptin monohydrate

Conditions
ConditionsYield
Stage #1: 3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester With hydrogenchloride In methanol; dichloromethane; water for 18h;
Stage #2: With sodium hydroxide; water In methanol; dichloromethane for 0.333333h; pH=9.0 - 10.5; Product distribution / selectivity;
81%
Stage #1: 3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester With hydrogenchloride In water; ethyl acetate at 23℃; for 4h;
Stage #2: With water; potassium carbonate In ethyl acetate at 16 - 20℃; for 2h; Product distribution / selectivity;
77%
Stage #1: 3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester With hydrogenchloride In water; isopropyl alcohol at 65℃; for 1.5h;
Stage #2: With sodium hydroxide; water; potassium carbonate In dichloromethane; isopropyl alcohol pH=~ 9; Product distribution / selectivity;
3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

nicotinic acid
59-67-6

nicotinic acid

[(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile] nicotinate monohydrate

[(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile] nicotinate monohydrate

Conditions
ConditionsYield
Stage #1: 3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester With hydrogenchloride; water at 30 - 65℃;
Stage #2: nicotinic acid In dichloromethane at 20 - 30℃; Solvent;
80%
3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

sodium benzoate
532-32-1

sodium benzoate

(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-1-oxoethyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile benzoate

(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-1-oxoethyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile benzoate

Conditions
ConditionsYield
Stage #1: 3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester With hydrogenchloride In water; ethyl acetate at 20℃;
Stage #2: sodium benzoate In water; isopropyl alcohol
79%
3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

salicylic acid
69-72-7

salicylic acid

[(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile] salicylate

[(1S,3S,5S)-2-[(2S)-2-amino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]hexane-3-carbonitrile] salicylate

Conditions
ConditionsYield
Stage #1: 3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester With hydrogenchloride In water; isopropyl alcohol at 30 - 65℃;
Stage #2: salicylic acid In dichloromethane at 20 - 30℃;
77%
3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

C18H25N3O2*1.33ClH*1.67H2O

C18H25N3O2*1.33ClH*1.67H2O

Conditions
ConditionsYield
With hydrogenchloride In water; ethyl acetate at 20 - 25℃; for 3h;
3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

Saxagliptin hydrochloride
709031-78-7

Saxagliptin hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: hydrogenchloride / isopropyl alcohol; water / 2.08 h / 20 - 65 °C
2: 20 - 30 °C
3: hydrogenchloride; water / acetone / 1.25 h
View Scheme
With hydrogenchloride In propan-1-ol; water Product distribution / selectivity; Reflux;
With hydrogenchloride; water In isopropyl alcohol at 20 - 65℃; for 1h;50 g
With dichloromethane In methanol at 20℃; Inert atmosphere;
3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester
709031-43-6

3-cyano-(αS)-α-(3-hydroxytricyclo[3.3.1.13,7]dec-1-yl)-β-oxo-(1S,3S,5S)-2-azabicyclo[3.1.0]hexane-2-ethanecarbamic acid 1,1-dimethylethyl ester

(1S,3S,5S)-2-[(2S)-2-propan-2-ylideneamino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]-hexane-3-carbonitrile
1346445-79-1

(1S,3S,5S)-2-[(2S)-2-propan-2-ylideneamino-2-(3-hydroxy-1-adamantyl)acetyl]-2-azabicyclo[3.1.0]-hexane-3-carbonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogenchloride / isopropyl alcohol; water / 2.08 h / 20 - 65 °C
2: 20 - 30 °C
View Scheme

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