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

Base Information

• Chemical Name: (1R_.5S_.6s)-tert-butyl 6-(((benzyloxy)carbonyl)(methyl)amino)-3-azabicyclo[3.1.0]hexane-3-carboxylate
• CAS No.: 1612172-51-6
• Molecular Formula: C₁₉H₂₆N₂O₄
• Molecular Weight: 346.426

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

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

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

There total 3 articles about (1R_.5S_.6s)-tert-butyl 6-(((benzyloxy)carbonyl)(methyl)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: 93.0%

(1R.5S.6s)-tert-butyl 6-(((benzyloxy)carbonyl)amino)-3-azabicyclo[3.1.0]hexane-3-carboxylate (1003946-86-8) + methyl iodide (74-88-4) → (1R.5S.6s)-tert-butyl 6-(((benzyloxy)carbonyl)(methyl)amino)-3-azabicyclo[3.1.0]hexane-3-carboxylate (1612172-51-6)

Guidance literature:

(1R_.5S_.6s)-tert-butyl 6-(((benzyloxy)carbonyl)amino)-3-azabicyclo[3.1.0]hexane-3-carboxylate; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 0.5h;

methyl iodide; In tetrahydrofuran; mineral oil; at 20 ℃; for 16h;

Reference yield:

trans-tert-butyl 6-amino-3-azabicyclo[3.1.0]hexane-3-carboxylate (2256715-14-5,273206-92-1,1453252-65-7) → (1R.5S.6s)-tert-butyl 6-(((benzyloxy)carbonyl)(methyl)amino)-3-azabicyclo[3.1.0]hexane-3-carboxylate (1612172-51-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: caesium carbonate / tetrahydrofuran / 72 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C

2.2: 16 h / 20 °C

With sodium hydride; caesium carbonate; In tetrahydrofuran; mineral oil;

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) → (1R.5S.6s)-tert-butyl 6-(((benzyloxy)carbonyl)(methyl)amino)-3-azabicyclo[3.1.0]hexane-3-carboxylate (1612172-51-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: caesium carbonate / tetrahydrofuran / 72 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 20 °C

2.2: 16 h / 20 °C

With sodium hydride; caesium carbonate; In tetrahydrofuran; mineral oil;

upstream raw materials:

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

methyl iodide

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

benzyl chloroformate

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