Tert-butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate

Base Information

• Chemical Name: Tert-butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate
• CAS No.: 208837-83-6
• Molecular Formula: C10H18N2O2
• Molecular Weight: 198.265
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID70585531
• Nikkaji Number: J1.791.175I
• Mol file: 208837-83-6.mol

Synonyms:208837-83-6;tert-butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate;6-AMINO-3-BOC-3-AZABICYCLO[3.1.0]HEXANE;3-Azabicyclo[3.1.0]hexane-3-carboxylic acid, 6-amino-, 1,1-dimethylethyl ester;3-Azabicyclo[3.1.0]hexane-3-carboxylicacid,6-amino-,1,1-dimethylethylester;MFCD09040607;2256715-14-5;(1R,5S,6S)-TERT-BUTYL 6-AMINO-3-AZABICYCLO[3.1.0]HEXANE-3-CARBOXYLATE;tert-butyl rel-(1R,5S,6r)-6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate;1453252-65-7;MFCD09832898;SCHEMBL376935;exo-6-Amino-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester;SCHEMBL13779820;DTXSID70585531;UWWZMHWHRBGMIT-UHFFFAOYSA-N;AMY26595;exo-6-Amino-3-Boc-3-azabicyclo[3.1.0]hexane;(1R,5S,6s)-tert-Butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate;trans-tert-butyl6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate;AKOS015841298;PB14740;PB35370;6-AMINO-3-AZA-BICYCLO[3.1.0]HEXANE-3-CARBOXYLIC ACID TERT-BUTYL ESTER;AS-36047;SY029054;SY172654;A5313;CS-0088547;EN300-26862;A850288;F1904-0014;tert-butyl6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate;3-(tert-butoxycarbonyl)-6-amino-3-azabicyclo[3.1.0]hexane;(1alpha,5alpha,6alpha)-6-Amino-3-Boc-3-azabicyclo[3.1.0]hexane;(1R,5R)-tert-butyl 6-amino-3-aza-bicyclo[3.1.0]hexane-3-carboxylate;3-azabicyclo[3.1.0]hexane-3-carboxylic acid,6-amino-,tert-butyl ester;3-Azabicyclo[3.1.0]hexane-3-carboxylicacid,6-amino-,1,1-dimethylethyleste;rac-6-Amino-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester;RACEMIC CIS-6-AMINO-3-AZA-BICYCLO[3.1.0]HEXANE-3-CARBOXYLIC ACID TERT-BUTYL ESTER;tert-butyl 6-amino-3-aza-bicyclo[3.1.0]hexane-3-carboxylate

Chemical Property of Tert-butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate

Chemical Property:

• PSA: 55.56000
• LogP: 1.44860
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 198.136827821
• Heavy Atom Count: 14
• Complexity: 247

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC2C(C1)C2N
• Uses: Tert-butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate is a reactant in the preparation of sulfooxydiazabicyclooctanecarboxamide derivatives and analogs for use as beta-lactamase inhibitors.

Technology Process of Tert-butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate

There total 1 articles about Tert-butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

tert-butyl 6-nitro-3-azabicyclo[3.1.0]hexane-3-carboxylate (914937-14-7) → 6-amino-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester (208837-83-6,2256715-14-5,273206-92-1,1453252-65-7)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In ethanol; for 18h;

Reference yield: 60.0%

6-amino-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester (208837-83-6,2256715-14-5,273206-92-1,1453252-65-7) + 4'-[(2S)-2-{[(trans-4-{[(tert-butoxycarbonyl)amino]methyl}cyclohexyl)carbonyl]amino}-3-({4-[5-(2-carboxy-1,1,2,2-tetrafluorethyl)-4H-1,2,4-triazol-3-yl]phenyl}amino)-3-oxopropyl]-2-methylbiphenyl-4-carboxylic acid → 3-[5-(4-{[(2S)-2-{[(trans-4-{[(tert-butoxycarbonyl)amino]methyl}cyclohexyl)carbonyl]amino}-3-(4'-{[3-(tert-butoxycarbonyl)-3-azabicyclo[3.1.0]hex-6-yl]carbamoyl}-2'-methylbiphenyl-4-yl)propanoyl]amino}phenyl)-4H-1,2,4-triazol-3-yl]-2,2,3,3-tetrafluorpropanoic acid

Guidance literature:

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 ℃; for 16h;

Reference yield: 41.0%

6-amino-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester (208837-83-6,2256715-14-5,273206-92-1,1453252-65-7) + 3'-[(2S)-2-{[(trans-4-{[(tert-butoxycarbonyl)amino]methyl}cyclohexyl)carbonyl]amino}-3-oxo-3-{[4-(1H-tetrazol-5-yl)phenyl]amino}propyl]-2-methylbiphenyl-4-carboxylic acid → tert-butyl 6-[({3'-[(2S)-2-{[(trans-4-{[(tert-butoxycarbonyl)amino]methyl}cyclohexyl)carbonyl]amino}-3-oxo-3-{[4-(1H-tetrazol-5-yl)phenyl]amino}propyl]-2-methylbiphenyl-4-yl}carbonyl)amino]-3-azabicyclo[3.1.0]hexane-3-carboxylate

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 20 ℃;

upstream raw materials:

tert-butyl 6-nitro-3-azabicyclo[3.1.0]hexane-3-carboxylate