(1R_.5S_.6s)-tert-butyl 6-(((benzyloxy)carbonyl)amino)-3-azabicyclo[3.1.0]hexane-3-carboxylate

Base Information

• Chemical Name: (1R_.5S_.6s)-tert-butyl 6-(((benzyloxy)carbonyl)amino)-3-azabicyclo[3.1.0]hexane-3-carboxylate
• CAS No.: 1003946-86-8
• Molecular Formula: C₁₈H₂₄N₂O₄
• Molecular Weight: 332.4

Synonyms:(1R_.5S_.6s)-tert-butyl 6-(((benzyloxy)carbonyl)amino)-3-azabicyclo[3.1.0]hexane-3-carboxylate

Chemical Property of (1R_.5S_.6s)-tert-butyl 6-(((benzyloxy)carbonyl)amino)-3-azabicyclo[3.1.0]hexane-3-carboxylate

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Technology Process of (1R_.5S_.6s)-tert-butyl 6-(((benzyloxy)carbonyl)amino)-3-azabicyclo[3.1.0]hexane-3-carboxylate

There total 2 articles about (1R_.5S_.6s)-tert-butyl 6-(((benzyloxy)carbonyl)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: 97.0%

trans-tert-butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate (2256715-14-5,273206-92-1,1453252-65-7) + benzyl chloroformate (501-53-1,94274-21-2) → (1R.5S.6s)-tert-butyl 6-(((benzyloxy)carbonyl)amino)-3-azabicyclo[3.1.0]hexane-3-carboxylate (1003946-86-8)

Guidance literature:

With caesium carbonate; In tetrahydrofuran; at 20 ℃; for 72h;

Reference yield: 87.0%

(1s,5r)-6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester (2256715-14-5,273206-92-1,1453252-65-7) + benzyl chloroformate (501-53-1,94274-21-2) → (1R.5S.6s)-tert-butyl 6-(((benzyloxy)carbonyl)amino)-3-azabicyclo[3.1.0]hexane-3-carboxylate (1003946-86-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 4h; Cooling;

Reference yield: 100.0%

(1R.5S.6s)-tert-butyl 6-(((benzyloxy)carbonyl)amino)-3-azabicyclo[3.1.0]hexane-3-carboxylate (1003946-86-8) → benzyl (1R,5S,6s)-3-azabicyclo[3.1.0]hexan-6-ylcarbamate (1003946-73-3)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; dichloromethane; at 20 ℃; for 19h;

upstream raw materials:

trans-tert-butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate

benzyl chloroformate

(1s,5r)-6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylic acid tert-butyl ester

Downstream raw materials:

(1R_.5S_.6s)-tert-butyl 6-(((benzyloxy)carbonyl)(methyl)amino)-3-azabicyclo[3.1.0]hexane-3-carboxylate

benzyl (1R,5S,6s)-3-azabicyclo[3.1.0]hexan-6-ylcarbamate

benzyl N-((1R,5S,6s)-3-(4-((1-isopropyl-1H-imidazo[4,5-c]pyridin-6-yl)amino)pyrimidin-2-yl)-3-azabicyclo[3.1.0]hexan-6-yl)carbamate

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