tert-Butyl 2-azabicyclo[2.1.1]hexane-2-carboxylate

Base Information

• Chemical Name: tert-Butyl 2-azabicyclo[2.1.1]hexane-2-carboxylate
• CAS No.: 467454-33-7
• Molecular Formula: C10H17NO2
• Molecular Weight: 183.25
• European Community (EC) Number: 886-533-7
• Nikkaji Number: J1.803.380A,J2.609.557C
• Mol file: 467454-33-7.mol

Synonyms:tert-Butyl 2-azabicyclo[2.1.1]hexane-2-carboxylate;467454-33-7;tert-butyl 2-aza-bicyclo[2.1.1]hexane-2-carboxylate;2-Boc-2-azabicyclo[2.1.1]hexane;MFCD23131242;SCHEMBL19583627;AM86035;PB42864;AS-79249;SY269397;CS-0079076;EN300-98376;N10718;EN300-37375126;tert-Butyl2-azabicyclo[2.1.1]hexane-2-carboxylate;tert-butyl (1s,4s)-2-azabicyclo[2.1.1]hexane-2-carboxylate

Chemical Property of tert-Butyl 2-azabicyclo[2.1.1]hexane-2-carboxylate

Chemical Property:

• PSA: 29.54000
• LogP: 1.95360
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 183.125928785
• Heavy Atom Count: 13
• Complexity: 226

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl2-azabicyclo[2.1.1]hexane-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC2CC1C2

Technology Process of tert-Butyl 2-azabicyclo[2.1.1]hexane-2-carboxylate

There total 8 articles about tert-Butyl 2-azabicyclo[2.1.1]hexane-2-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: 88.0%

2-azabicyclo[2.1.1]hexane hydrochloride (871658-02-5) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 2-azabicyclo[2.1.1]hexane-2-carboxylate (467454-33-7)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 0 - 20 ℃; for 19h;

Reference yield: 59.0%

syn-N-(t-butoxycarbonyl)-5-carboxy-2-azabicyclo[2.1.1]hexane (615575-74-1) → tert-butyl 2-azabicyclo[2.1.1]hexane-2-carboxylate (467454-33-7)

Guidance literature:

With pyridine; lead(IV) acetate; In cyclohexane; for 16h; Heating;

DOI:10.1021/jo052506b

Reference yield: 40.0%

N-(benzyloxycarbonyl)-2-azabicyclo[2.1.1]hexane + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 2-azabicyclo[2.1.1]hexane-2-carboxylate (467454-33-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 2h; under 760.051 Torr;

DOI:10.1021/ol026509b

upstream raw materials:

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

di-tert-butyl dicarbonate

2-azabicyclo[2.1.1]hexane hydrochloride

Downstream raw materials:

N-(t-butoxycarbonyl)-1-carbomethoxy-2-azabicyclo[2.1.1]hexane

2-(tert-butoxycarbonyl)-2-azabicyclo[2.1.1]hexane-1-carboxylic acid

2-azabicyclo[2.1.1]hexane

N-acetyl-2-azabicyclo[2.1.1]hexane