methyl tosyl-D-phenylalaninate

Base Information

• Chemical Name: methyl tosyl-D-phenylalaninate
• CAS No.: 149703-21-9
• Molecular Formula: C₁₇H₁₉NO₄S
• Molecular Weight: 333.408
• Mol file: 149703-21-9.mol

Synonyms:methyl tosyl-D-phenylalaninate

Chemical Property of methyl tosyl-D-phenylalaninate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl tosyl-D-phenylalaninate

There total 22 articles about methyl tosyl-D-phenylalaninate 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: 99.0%

methyl (2S)-2-amino-3-phenylpropanoate (2577-90-4) + p-toluenesulfonyl chloride (98-59-9) → N-(p-toluenesulfonyl)-L-phenylalanine methyl ester (51220-86-1,149703-21-9,42384-33-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c5cc01716e

Reference yield: 99.0%

C22H27NO6S → N-(p-toluenesulfonyl)-L-phenylalanine methyl ester (51220-86-1,149703-21-9,42384-33-8)

Guidance literature:

With iron(III) chloride; chloro-trimethyl-silane; In dichloromethane; at 20 ℃;

DOI:10.1039/c4ra12143k

Reference yield: 96.0%

methyl (2S)-2-amino-3-phenylpropanoate hydrochloride (7524-50-7) + p-toluenesulfonyl chloride (98-59-9) → N-(p-toluenesulfonyl)-L-phenylalanine methyl ester (51220-86-1,149703-21-9,42384-33-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 20h;

upstream raw materials:

cis-(2S,3S)-(+)-N-(p-toluenesulfonyl)-2-carbomethoxy-3-phenylaziridine

methyl (((9H-fluoren-9-yl)methoxy)carbonyl)-L-phenylalaninate

p-toluenesulfonyl chloride

ester methylique de la N-tosyl β-iodo L-alanine

Downstream raw materials:

2-[(2-bromo-5-methoxybenzyl)(toluene-4-sulfonyl)amino]-3-phenylpropionic acid methyl ester

(S)-3-benzyl-4-(toluene-4-sulfonyl)-2,3,4,5-tetrahydro-benzo[f][1,4]oxazepine

N-(1-benzyl-2-hydroxyethyl)-N-(2-bromobenzyl)-4-methylbenzenesulfonamide

N-(2-bromo-5-methoxybenzyl)-N-(1-hydroxymethyl-2-phenylethyl)-4-methylbenzenesulfonamide

Refernces

• 1、 Li, Wen-Ren,Chou, Hsueh-Hsuan. "A facile synthesis of amides from 9-fluorenylmethyl carbamates and acid derivatives". . p. 84 - 90. Retrieved 2000.
• 2、 Yang, Chun-Hua,Han, Meng,Li, Wenyan,Zhu, Ningning,Sun, Zhenzhen,Wang, Junjie,Yang, Zhantao,Li, Yue-Ming. "Direct Intramolecular Aminoboration of Allenes". supporting information. p. 5090 - 5093. Retrieved 2020/07/15.
• 3、 Wang, Pei,Ma, Guo-Rong,Yu, Sheng-Li,Da, Chao-Shan. "Enantioselective vinylation of aldehydes with the vinyl Grignard reagent catalyzed by magnesium complex of chiral BINOLs". supporting information. p. 79 - 86. Retrieved 2018/12/13.