BOC-ALA-OTBU

Base Information

• Chemical Name: BOC-ALA-OTBU
• CAS No.: 58177-77-8
• Molecular Formula: C12H23NO4
• Molecular Weight: 245.319
• Mol file: 58177-77-8.mol

Synonyms:BOC-L-ALANINE T-BUTYL ESTER;BOC-ALA-OTBU

Chemical Property of BOC-ALA-OTBU

Chemical Property:

• PSA: 64.63000
• LogP: 2.63220

Purity/Quality:

97% ^*data from raw suppliers

N-(tert-Butoxycarbonyl)alaninetert-ButylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-(tert-Butoxycarbonyl)alanine tert-Butyl Ester was used in the preparation of N-protected amino acid tert-Bu esters and their selective ester hydrolysis with use of ZnBr2 in DCM.

Technology Process of BOC-ALA-OTBU

There total 12 articles about BOC-ALA-OTBU 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: 86.0%

L-N-Boc-Ala (15761-38-3) + di-tert-butyl dicarbonate (24424-99-5) → N-[(1,1-dimethylethoxy)carbonyl]-L-alanine 1,1-dimethylethyl ester (58177-77-8)

Guidance literature:

With dmap; In tert-butyl alcohol; at 20 ℃; for 12h;

DOI:10.1016/S0040-4020(01)00900-0

Reference yield: 65.0%

(S)-N-(tert-butoxycarbonyl)alanine methyl ester (28875-17-4) + tert-butyl alcohol (75-65-0) → N-[(1,1-dimethylethoxy)carbonyl]-L-alanine 1,1-dimethylethyl ester (58177-77-8)

Guidance literature:

With (μ-oxo)bis[(1,2-ethanediamino-N,N'-bis(salicylidene))iron(III)]; In 5,5-dimethyl-1,3-cyclohexadiene; at 140 ℃; for 24h; stereoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201602801

Reference yield: 60.0%

L-N-Boc-Ala (15761-38-3) + tert-butyl alcohol (75-65-0) → N-[(1,1-dimethylethoxy)carbonyl]-L-alanine 1,1-dimethylethyl ester (58177-77-8)

Guidance literature:

With dmap; TEA; at 35 ℃; for 0.5h;

DOI:10.1016/S0040-4020(01)81083-8

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

Ala-OtBu

(S)-2-tert-Butoxycarbonylamino-succinic acid 1-tert-butyl ester 4-(2-thioxo-2H-pyridin-1-yl) ester

L-N-Boc-Ala

Downstream raw materials:

L-alanin

tert-butyl L-alaninate hydrochloride

L-N-Boc-Ala