endo-3-Boc-3-azabicyclo[3.1.0]hexane-6-carboxylic acid

Base Information

• Chemical Name: endo-3-Boc-3-azabicyclo[3.1.0]hexane-6-carboxylic acid
• CAS No.: 1401464-07-0
• Molecular Formula: C11H17NO4
• Molecular Weight: 227.25698
• Hs Code.: 2933998090
• Mol file: 1401464-07-0.mol

Synonyms:endo-3-Boc-3-azabicyclo[3.1.0]hexane-6-carboxylic acid

Chemical Property of endo-3-Boc-3-azabicyclo[3.1.0]hexane-6-carboxylic acid

Chemical Property:

• Boiling Point: 355.9±35.0 °C(Predicted)
• PKA: 4.56±0.20(Predicted)
• PSA: 66.84000
• Density: 1.276±0.06 g/cm3(Predicted)
• LogP: 1.12180
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(1R,5S,6s)-3-(tert-Butoxycarbonyl)-3-azabicyclo-[3.1.0]hexane-6-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of endo-3-Boc-3-azabicyclo[3.1.0]hexane-6-carboxylic acid

There total 21 articles about endo-3-Boc-3-azabicyclo[3.1.0]hexane-6-carboxylic acid 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: 96.5%

3-(tert-butyl) 6-ethyl (1R,5S,6r)-3-azabicyclo[3.1.0]hexane-3,6-dicarboxylate (134575-37-4) → (1α,5α,6α)-3-(tert-butoxycarbonyl)-3-azabicyclo[3.1.0]hexane-6-carboxylic acid (927679-54-7,1119512-39-8,1401464-07-0)

Guidance literature:

3-(tert-butyl) 6-ethyl (1R,5S,6r)-3-azabicyclo[3.1.0]hexane-3,6-dicarboxylate; With sodium hydroxide; In ethanol; at 0 - 20 ℃; for 3h;

With hydrogenchloride; In water;

Reference yield: 96.5%

exo-3-(tert-butyl)-6-ethyl 3-azabicyclo[3.1.0]hexane-3,6-dicarboxylate → 3-(tert-butoxycarbonyl)-3-azabicyclo[3.1.0]hexane-exo-6-carboxylic acid (1119512-39-8,1401464-07-0)

Guidance literature:

With water; sodium hydroxide; In ethanol; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.bmc.2016.06.006

Reference yield: 95.0%

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

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 ℃;

DOI:10.1021/op200174k

upstream raw materials:

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

N-(tert-butoxycarbonyl)-3-pyrroline

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

(1R,5S,6s)-2,4-dioxo-3-oxabicyclo[3.1.0]hexane-6-carboxylic acid

Downstream raw materials:

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

C₁₆H₁₈N₂O₂S

C₁₆H₁₇FN₂O₂S

C₁₉H₂₄Cl₂N₂O₃S