endo-3-boc-3-azabicyclo[3.1.0]hexane-6-methanol

Base Information

• Chemical Name: endo-3-boc-3-azabicyclo[3.1.0]hexane-6-methanol
• CAS No.: 827599-21-3
• Molecular Formula: C₁₁H₁₉NO₃
• Molecular Weight: 213.277
• Mol file: 827599-21-3.mol

Synonyms:(1R,5S,6s)-3-tert-butyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-6-carboxylatye

Chemical Property of endo-3-boc-3-azabicyclo[3.1.0]hexane-6-methanol

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

endo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

• Uses: endo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol is a useful reactant in organic synthesis.

Technology Process of endo-3-boc-3-azabicyclo[3.1.0]hexane-6-methanol

There total 5 articles about endo-3-boc-3-azabicyclo[3.1.0]hexane-6-methanol 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: 100.0%

[(1R,5S,65)-3-benzyl-3-azabicyclo[3.1.0]hexan-6-yl]methanol (1246025-66-0) + di-tert-butyl dicarbonate (24424-99-5) → (1R,5S,6s)-3-tert-butyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-6-carboxylatye (827599-21-3)

Guidance literature:

With hydrogen; palladium(II) hydroxide; In ethanol; at 20 ℃; for 5h;

DOI:10.1016/j.bmcl.2010.06.140

Reference yield: 98.0%

rac-(1R,5S,6r)-3-(tert-butoxycarbonyl)-3-azabicyclo[3.1.0]hexane-6-carboxylic acid (1119512-39-8,1401464-07-0) → (1R,5S,6s)-3-tert-butyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-6-carboxylatye (827599-21-3)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 ℃; for 2h;

Reference yield: 90.0%

3-tert-butyl 6-ethyl (1R*,5S*,6S*)-3-azabicyclo[3.1.0]hexane-3,6-dicarboxylate (827599-20-2) → (1R,5S,6s)-3-tert-butyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-6-carboxylatye (827599-21-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.bmcl.2010.06.140

upstream raw materials:

(1R,5S,6r)-3-azabicyclo[3.1.0]hexane-6-methanol

di-tert-butyl dicarbonate

[(1R,5S,65)-3-benzyl-3-azabicyclo[3.1.0]hexan-6-yl]methanol

3-tert-butyl 6-ethyl (1R*,5S*,6S*)-3-azabicyclo[3.1.0]hexane-3,6-dicarboxylate

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