N-(tert-butoxycarbonyl)alanine benzyl ester

Base Information

• Chemical Name: N-(tert-butoxycarbonyl)alanine benzyl ester
• CAS No.: 126400-95-1
• Molecular Formula: C₁₅H₂₁NO₄
• Molecular Weight: 279.336
• Mol file: 126400-95-1.mol

Synonyms:N-(tert-butoxycarbonyl)alanine benzyl ester

Chemical Property of N-(tert-butoxycarbonyl)alanine benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of N-(tert-butoxycarbonyl)alanine benzyl ester

There total 23 articles about N-(tert-butoxycarbonyl)alanine benzyl ester 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: 97.0%

L-N-Boc-Ala (15761-38-3) + benzyl bromide (100-39-0) → N-(tert-butoxycarbonyl)-L-alanine benzyl ester (126400-95-1,51814-54-1)

Guidance literature:

With potassium carbonate; In acetonitrile; at 0 - 20 ℃; for 19h; Further stages;

DOI:10.1002/chem.202005351

Reference yield: 91.0%

L-N-Boc-Ala (15761-38-3) + benzyl alcohol (100-51-6,185532-71-2) → N-(tert-butoxycarbonyl)-L-alanine benzyl ester (126400-95-1,51814-54-1)

Guidance literature:

With 1-(tert-butoxy)-2-(tert-butoxy)carbonyl-1,2-dihydroisoquinoline; In 1,4-dioxane; at 20 ℃; for 24h;

DOI:10.1016/j.tetlet.2004.12.131

Reference yield: 91.0%

C29H30N2O6Se → N-(tert-butoxycarbonyl)-L-alanine benzyl ester (126400-95-1,51814-54-1)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 0.5h; Heating;

DOI:10.1055/s-1997-965

upstream raw materials:

chloroformic acid ethyl ester

benzyl bromide

N-(tert-butoxycarbonyl)-(S)-alanine cesium salt

(R)-N-(tert-butoxycarbonyl)-3-iodoalanine benzyl ester

Downstream raw materials:

alanine benzyl ester hydrochloride

N-t-butoxycarbonyl-L-alanyl-L-alanyl-L-alanine benzyl ester

N-(tert-butoxycarbonyl)-L-alanyl-L-alanine benzyl ester

L-N-Boc-Ala

Refernces

• 1、 Kervefors, Gabriella,Kersting, Leonard,Olofsson, Berit. "Transition Metal-Free N-Arylation of Amino Acid Esters with Diaryliodonium Salts". supporting information. p. 5790 - 5795. Retrieved 2021/03/08.
• 2、 Akama, Tsutomu,Zhang, Yong-Kang,Freund, Yvonne R.,Berry, Pamela,Lee, Joanne,Easom, Eric E.,Jacobs, Robert T.,Plattner, Jacob J.,Witty, Michael J.,Peter, Rosemary,Rowan, Tim G.,Gillingwater, Kirsten,Brun, Reto,Nare, Bakela,Mercer, Luke,Xu, Musheng,Wang, Jiangong,Liang, Hao. "Identification of a 4-fluorobenzyl L-valinate amide benzoxaborole (AN11736) as a potential development candidate for the treatment of Animal African Trypanosomiasis (AAT)". . p. 6 - 10. Retrieved 2017/11/27.