2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-1-carboxylic acid

Base Information

• Chemical Name: 2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-1-carboxylic acid
• CAS No.: 1251004-87-1
• Molecular Formula: C11H17NO4
• Molecular Weight: 227.26
• Hs Code.: 2933998090
• European Community (EC) Number: 822-971-7
• DSSTox Substance ID: DTXSID00434543
• Mol file: 1251004-87-1.mol

Synonyms:1251004-87-1;2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-1-carboxylic acid;2-[(2-methylpropan-2-yl)oxycarbonyl]-2-azabicyclo[3.1.0]hexane-1-carboxylic Acid;2-Azabicyclo[3.1.0]hexane-1,2-dicarboxylic acid, 2-(1,1-dimethylethyl) ester;2-[(tert-butoxy)carbonyl]-2-azabicyclo[3.1.0]hexane-1-carboxylic acid;2-Azabicyclo[3.1.0]hexane-1,2-dicarboxylic acid 2-tert-butyl ester;SCHEMBL18669890;DTXSID00434543;BAC00487;CS-M0493;2-Aza-bicyclo[3.1.0]hexane-1,2-dicarboxylic acid 2-tert-butyl ester;MFCD17016465;AKOS022478890;CS-13110;EN300-28944;P12097;2-(t-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-1-carboxylic acid;2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-1-carboxylicacid

Chemical Property of 2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-1-carboxylic acid

Chemical Property:

• PSA: 66.84000
• LogP: 1.40840
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 227.11575802
• Heavy Atom Count: 16
• Complexity: 346

Purity/Quality:

99% ^*data from raw suppliers

2-[(2-Methylpropan-2-yl)oxycarbonyl]-2-azabicyclo[3.1.0]hexane-1-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC2C1(C2)C(=O)O

Technology Process of 2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-1-carboxylic acid

There total 1 articles about 2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-1-carboxylic acid 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:

di-tert-butyl dicarbonate (24424-99-5) + ethyl (1S,5R)-2-azabicyclo[3.1.0]hexane-1-carboxylate hydrochloride (1330784-71-8) → (1S,5R)-2-[(tert-butoxy)carbonyl]-2-azabicyclo[3.1.0]hexane-1-carboxylic acid (956769-68-9,1251004-87-1)

Guidance literature:

di-tert-butyl dicarbonate; ethyl (1S,5R)-2-azabicyclo[3.1.0]hexane-1-carboxylate hydrochloride; With triethylamine; In tetrahydrofuran; at 20 ℃; for 15h;

With water; sodium hydroxide; at 20 ℃; for 2h;

With hydrogenchloride; In water; Cooling with ice;

Reference yield:

(1S,5R)-2-[(tert-butoxy)carbonyl]-2-azabicyclo[3.1.0]hexane-1-carboxylic acid (956769-68-9,1251004-87-1) → C14H15ClN6O

Guidance literature:

Multi-step reaction with 2 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 20 °C

2: hydrogenchloride; water / methanol / 20 °C

With hydrogenchloride; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; dichloromethane;

DOI:10.1039/c5md00479a

Reference yield:

(1S,5R)-2-[(tert-butoxy)carbonyl]-2-azabicyclo[3.1.0]hexane-1-carboxylic acid (956769-68-9,1251004-87-1) → (1S,5R)-N-[[5-chloro-2-(tetrazol-1-yl)phenyl]methyl]-2-[(2R)-2-hydroxy-3,3-dimethylbutanoyl]-2-azabicyclo[3.1.0]hexane-1-carboxamide (1097134-05-8)

Guidance literature:

Multi-step reaction with 3 steps

1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane / 20 °C

2: hydrogenchloride; water / methanol / 20 °C

3: pyridine / dichloromethane / 20 °C

With pyridine; hydrogenchloride; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; dichloromethane;

DOI:10.1039/c5md00479a

upstream raw materials:

di-tert-butyl dicarbonate

ethyl (1S,5R)-2-azabicyclo[3.1.0]hexane-1-carboxylate hydrochloride

Downstream raw materials:

(1S,5R)-N-[[5-chloro-2-(tetrazol-1-yl)phenyl]methyl]-2-[(2R)-2-hydroxy-3,3-dimethylbutanoyl]-2-azabicyclo[3.1.0]hexane-1-carboxamide

(1S,5R)-N-[5-chloro-2-(1H-tetrazol-1-yl)benzyl]-2-[(2R)-2-hydroxy-2-phenylacetyl]-2-azabicyclo[3.1.0]hexane-1-carboxamide

(1S,5R)-N-[[5-chloro-2-(tetrazol-1-yl)phenyl]methyl]-2-[(2R)-2-hydroxy-4,4-dimethylpentanoyl]-2-azabicyclo[3.1.0]hexane-1-carboxamide

Refernces