exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol

Base Information

• Chemical Name: exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol
• CAS No.: 419572-18-2
• Molecular Formula: C11H19NO3
• Molecular Weight: 213.27346
• Hs Code.: 2933990090
• Mol file: 419572-18-2.mol

Synonyms:tert-Butyl (1R,5S,6R)-6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate;

Chemical Property of exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol

Chemical Property:

• Boiling Point: 308℃
• PKA: 14.94±0.10(Predicted)
• Flash Point: 140℃
• PSA: 49.77000
• Density: 1.157
• LogP: 1.02950
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of exo-3-Boc-3-azabicyclo[3.1.0]hexane-6-methanol

There total 13 articles about exo-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: 95.0%

(1α,5α,6α)-3-(tert-butoxycarbonyl)-3-azabicyclo[3.1.0]hexane-6-carboxylic acid (927679-54-7,1119512-39-8,1401464-07-0) → (1R,5S,6r)-tert-butyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate (419572-18-2)

Guidance literature:

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

Reference yield: 95.0%

(1R,5S,6r)-3-azabicyclo[3.1.0]hex-6-ylmethanol hydrochloride (185561-91-5) + di-tert-butyl dicarbonate (24424-99-5) → (1R,5S,6r)-tert-butyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate (419572-18-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1016/j.bmcl.2009.04.035

Reference yield: 90.0%

3-(tert-butyl) 6-ethyl (1R,5S,6r)-3-azabicyclo[3.1.0]hexane-3,6-dicarboxylate (134575-37-4) → (1R,5S,6r)-tert-butyl 6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane-3-carboxylate (419572-18-2)

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]hex-6-ylmethanol hydrochloride

di-tert-butyl dicarbonate

(1α,5α,6α)-6-(hydroxymethyl)-3-azabicyclo[3.1.0]hexane

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

Downstream raw materials:

(1R,5S,6R)-tert-butyl 6-((3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)methyl)-3-aza-bicyclo[3.1.0]hexane-3-carboxylate

(1α,5α,6α)-3-(tert-Butoxycarbonyl)-3-azabicyclo [3.1.0]hexane-6-carboxaldehyde

C₁₈H₂₄ClFN₂O₂

C₂₃H₂₈ClFN₄O₃