5-anti-benzyloxycarbonylamino-N-tert-butoxycarbonyl-2-azabicyclo[2.1.1]hexane

Base Information

• Chemical Name: 5-anti-benzyloxycarbonylamino-N-tert-butoxycarbonyl-2-azabicyclo[2.1.1]hexane
• CAS No.: 1250885-17-6
• Molecular Formula: C₁₈H₂₄N₂O₄
• Molecular Weight: 332.4

Synonyms:

Chemical Property of 5-anti-benzyloxycarbonylamino-N-tert-butoxycarbonyl-2-azabicyclo[2.1.1]hexane

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

tert-Butyl 5-(benzyloxycarbonylamino)-2-azabicyclo[2.1.1]hexane-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

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Useful:

Technology Process of 5-anti-benzyloxycarbonylamino-N-tert-butoxycarbonyl-2-azabicyclo[2.1.1]hexane

There total 4 articles about 5-anti-benzyloxycarbonylamino-N-tert-butoxycarbonyl-2-azabicyclo[2.1.1]hexane 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: 82.0%

benzyl alcohol (100-51-6,185532-71-2) + syn-N-(t-butoxycarbonyl)-5-carboxy-2-azabicyclo[2.1.1]hexane (615575-74-1) → 5-syn-benzyloxycarbonylamino-N-tert-butoxycarbonyl-2-azabicyclo[2.1.1]hexane (1250885-17-6)

Guidance literature:

syn-N-(t-butoxycarbonyl)-5-carboxy-2-azabicyclo[2.1.1]hexane; With diphenylphosphoranyl azide; triethylamine; In tetrachloromethane; for 1.5h; Heating;

benzyl alcohol; With triethylamine; In tetrachloromethane;

DOI:10.1021/jo052506b

Reference yield: 80.0%

benzyl alcohol (100-51-6,185532-71-2) + anti-N-(t-butoxycarbonyl)-5-carboxy-2-azabicyclo[2.1.1]hexane (615575-74-1) → 5-anti-benzyloxycarbonylamino-N-tert-butoxycarbonyl-2-azabicyclo[2.1.1]hexane (1250885-17-6)

Guidance literature:

anti-N-(t-butoxycarbonyl)-5-carboxy-2-azabicyclo[2.1.1]hexane; With diphenylphosphoranyl azide; triethylamine; In tetrachloromethane; for 1.5h; Heating;

benzyl alcohol; With triethylamine; In tetrachloromethane;

DOI:10.1021/jo052506b

Reference yield:

syn-N-(t-butoxycarbonyl)-5-acetyl-2-azabicyclo[2.1.1]hexane → 5-syn-benzyloxycarbonylamino-N-tert-butoxycarbonyl-2-azabicyclo[2.1.1]hexane (1250885-17-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hypochlorite; base

2.1: Et₃N; diphenylphosphoryl azide / CCl₄ / 1.5 h / Heating

2.2: 82 percent / Et₃N / CCl₄

With sodium hypochlorite; diphenylphosphoranyl azide; triethylamine; In tetrachloromethane;

DOI:10.1021/jo052506b

upstream raw materials:

benzyl alcohol

syn-N-(t-butoxycarbonyl)-5-carboxy-2-azabicyclo[2.1.1]hexane

anti-N-(t-butoxycarbonyl)-5-carboxy-2-azabicyclo[2.1.1]hexane

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