N-Cbz-L-alanine p-toluene thiol ester

Base Information

• Chemical Name: N-Cbz-L-alanine p-toluene thiol ester
• CAS No.: 24692-86-2
• Molecular Formula: C₁₈H₁₉NO₃S
• Molecular Weight: 329.42
• Mol file: 24692-86-2.mol

Synonyms:N-Cbz-L-alanine p-toluene thiol ester

Chemical Property of N-Cbz-L-alanine p-toluene thiol ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of N-Cbz-L-alanine p-toluene thiol ester

There total 1 articles about N-Cbz-L-alanine p-toluene thiol 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: 90.0%

N-Cbz-Ala (1142-20-7) + para-thiocresol (106-45-6) → N-Cbz-L-alanine p-toluene thiol ester (24692-86-2)

Guidance literature:

With dmap; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In ethyl acetate; at 0 - 20 ℃;

DOI:10.1007/s11426-010-4188-4

Reference yield: 80.0%

N-Cbz-L-alanine p-toluene thiol ester (24692-86-2) + H-Phe-OEt (3081-24-1) → (S)-ethyl 2-((S)-2-(((benzyloxy)carbonyl)amino)propanamido)-3-phenylpropanoate (2953-41-5)

Guidance literature:

With Hexamethyldisiloxane; at 40 ℃; for 29h; Ionic liquid;

DOI:10.1021/jo400797t

Reference yield: 77.0%

L-Cysteine (52-90-4) + N-Cbz-L-alanine p-toluene thiol ester (24692-86-2) → [(benzyloxy)carbonyl]-L-alanyl-L-cysteine (122400-20-8)

Guidance literature:

With tris-(2-carboxyethyl)-phosphine hydrochloride; urea; In 1,1,1,3',3',3'-hexafluoro-propanol; acetonitrile; at 26 - 28 ℃; for 1.5h; pH=7.9 - 8.1; chemoselective reaction; aq. buffer;

DOI:10.1007/s11426-010-4188-4

upstream raw materials:

N-Cbz-Ala

para-thiocresol

Downstream raw materials:

ethyl N-(benzyloxycarbonyl)-L-alanylglycinate

N-carbobenzoxy-L-alanyl-L-leucine methyl ester

Z-L-Ala-L-Trp-OMe

[(benzyloxy)carbonyl]-L-alanyl-L-cysteine

Refernces

• 1、 Duan, Jianli,Sun, Yao,Chen, Hao,Qiu, Guofu,Zhou, Haibing,Tang, Ting,Deng, Zixin,Hong, Xuechuan. "HMDO-promoted peptide and protein synthesis in ionic liquids". . p. 7013 - 7022. Retrieved 2013/08/23.