N-α-(fluorenylmethoxy)carbonyl-(S-triphenylmethyl)-D-cysteinyl-(O-t-butyldimethylsilyl)-L-threonine methyl ester

Base Information

Chemical Name:N-α-(fluorenylmethoxy)carbonyl-(S-triphenylmethyl)-D-cysteinyl-(O-t-butyldimethylsilyl)-L-threonine methyl ester
CAS No.:620567-49-9
Molecular Formula:C₄₈H₅₄N₂O₆SSi
Molecular Weight:815.118
Hs Code.:

Synonyms:N-α-(fluorenylmethoxy)carbonyl-(S-triphenylmethyl)-D-cysteinyl-(O-t-butyldimethylsilyl)-L-threonine methyl ester

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Chemical Property of N-α-(fluorenylmethoxy)carbonyl-(S-triphenylmethyl)-D-cysteinyl-(O-t-butyldimethylsilyl)-L-threonine methyl ester

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Technology Process of N-α-(fluorenylmethoxy)carbonyl-(S-triphenylmethyl)-D-cysteinyl-(O-t-butyldimethylsilyl)-L-threonine methyl ester

There total 3 articles about N-α-(fluorenylmethoxy)carbonyl-(S-triphenylmethyl)-D-cysteinyl-(O-t-butyldimethylsilyl)-L-threonine methyl 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: 79.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: (2S,3R)-2-[(S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-tritylsulfanyl-propionylamino]-3-hydroxy-butyric acid 2-trimethylsilanyl-ethyl ester

: 620567-49-9
N-α-(fluorenylmethoxy)carbonyl-(S-triphenylmethyl)-D-cysteinyl-(O-t-butyldimethylsilyl)-L-threonine methyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 24h; Inert atmosphere;
DOI:10.1002/ejoc.201601023

Reference yield:

: 3373-59-9
L-threonine methyl ester

: 620567-49-9
N-α-(fluorenylmethoxy)carbonyl-(S-triphenylmethyl)-D-cysteinyl-(O-t-butyldimethylsilyl)-L-threonine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: HOBT; EDC*HCl / CH₂Cl₂; dimethylformamide / 20 h / 20 °C

2: 3.36 g / imidazole / 27 / 2 h / 20 °C

With 1H-imidazole; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 27; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo034765b

Reference yield:

: 167015-11-4
Fmoc-D-Cys(Trt)-OH

: 620567-49-9
N-α-(fluorenylmethoxy)carbonyl-(S-triphenylmethyl)-D-cysteinyl-(O-t-butyldimethylsilyl)-L-threonine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate / acetonitrile / 4 h / 20 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 24 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1002/ejoc.201601023