(1S,5R)-2-(TERT-BUTOXYCARBONYL)-2-AZABICYCLO[3.1.0]HEXANE-1-CARBOXYLIC ACID

Base Information

• Chemical Name: (1S,5R)-2-(TERT-BUTOXYCARBONYL)-2-AZABICYCLO[3.1.0]HEXANE-1-CARBOXYLIC ACID
• CAS No.: 956769-68-9
• Molecular Formula: C₁₁H₁₇NO₄
• Molecular Weight: 227.26
• Mol file: 956769-68-9.mol

Synonyms:(1S,5R)-2-[(tert-butoxy)carbonyl]-2-azabicyclo[3.1.0]hexane-1-carboxylic acid

Chemical Property of (1S,5R)-2-(TERT-BUTOXYCARBONYL)-2-AZABICYCLO[3.1.0]HEXANE-1-CARBOXYLIC ACID

Chemical Property:

• Boiling Point: 347.8±25.0 °C(Predicted)
• PKA: 4.20±0.20(Predicted)
• Density: 1.315±0.06 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

(1S,5R)-2-Aza-bicyclo[3.1.0]hexane-1,2-dicarboxylicacid2-tert-butylester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,5R)-2-(TERT-BUTOXYCARBONYL)-2-AZABICYCLO[3.1.0]HEXANE-1-CARBOXYLIC ACID

There total 1 articles about (1S,5R)-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: 57.0%

(1S,5R)-2-[(tert-butoxy)carbonyl]-2-azabicyclo[3.1.0]hexane-1-carboxylic acid (956769-68-9,1251004-87-1) + 5-ethyl-2-fluoro-4-(4-fluoro-3-(4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridin-2-yl)-1H-indazol-6-yl)phenol hydrochloride + trifluoroacetic acid (76-05-1) → (1S,5R)-2-azabicyclo[3.1.0]hexan-1-yl(2-(6-(2-ethyl-5-fluoro-4-hydroxyphenyl)-4-fluoro-1H-indazol-3-yl)-6,7-dihydro-3H-imidazo[4,5-c]pyridin-5(4H)-yl)methanone TFA salt

Guidance literature:

(1S,5R)-2-[(tert-butoxy)carbonyl]-2-azabicyclo[3.1.0]hexane-1-carboxylic acid; 5-ethyl-2-fluoro-4-(4-fluoro-3-(4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridin-2-yl)-1H-indazol-6-yl)phenol hydrochloride; With N-[(dimethylamino)-1H-1,2,3-triazolo[4,5-b]pyridine-1-ylmethylene]-N-methylmethanaminium hexafluorophosphate N-oxide; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

With methanol; water; lithium hydroxide; In N,N-dimethyl-formamide; at 65 ℃; for 1h;

trifluoroacetic acid; at 20 ℃; for 0.5h;

Reference yield:

(1S,5R)-2-[(tert-butoxy)carbonyl]-2-azabicyclo[3.1.0]hexane-1-carboxylic acid (956769-68-9,1251004-87-1) + 4-chloro-3-methylbenzene-1,2-diamine (673487-36-0) → tert-butyl (1S,5R)-1-((2-amino-4-chloro-3-methylphenyl)carbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

Guidance literature:

(1S,5R)-2-[(tert-butoxy)carbonyl]-2-azabicyclo[3.1.0]hexane-1-carboxylic acid; With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; Inert atmosphere;

4-chloro-3-methylbenzene-1,2-diamine; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

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

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