N-benzyloxycarbonyl-S-trityl-(R)-cysteinyl-(S)-6-oxonorleucine methyl ester

Base Information

Chemical Name:N-benzyloxycarbonyl-S-trityl-(R)-cysteinyl-(S)-6-oxonorleucine methyl ester
CAS No.:919487-84-6
Molecular Formula:C₃₇H₃₈N₂O₆S
Molecular Weight:638.785
Hs Code.:

Synonyms:N-benzyloxycarbonyl-S-trityl-(R)-cysteinyl-(S)-6-oxonorleucine methyl ester

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Chemical Property of N-benzyloxycarbonyl-S-trityl-(R)-cysteinyl-(S)-6-oxonorleucine methyl ester

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Technology Process of N-benzyloxycarbonyl-S-trityl-(R)-cysteinyl-(S)-6-oxonorleucine methyl ester

There total 3 articles about N-benzyloxycarbonyl-S-trityl-(R)-cysteinyl-(S)-6-oxonorleucine 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: 86.0%

: 201230-82-2
carbon monoxide

: 488862-45-9
methyl N-(benzyloxycarbonyl)-S-triphenylmethyl-(R)-cysteinyl-(S)-allylglycinate

: 919487-84-6
N-benzyloxycarbonyl-S-trityl-(R)-cysteinyl-(S)-6-oxonorleucine methyl ester

Guidance literature:: With hydrogen; 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin); acetylacetonatodicarbonylrhodium(l); In methanol; at 65 ℃; for 20h; under 3040 Torr;
DOI:10.1021/jo061692y

Reference yield:

: 26311-04-6
N-benzyloxycarbonyl-S-trityl-L-cysteine

: 919487-84-6
N-benzyloxycarbonyl-S-trityl-(R)-cysteinyl-(S)-6-oxonorleucine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; 1-hydroxybenzotriazole; Et₃N / CH₂Cl₂ / cooling

2: 86 percent / hydrogen; BIPHEPHOS / Rh(acac)(CO)2 / methanol / 20 h / 65 °C / 3040 Torr

With hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin); triethylamine; acetylacetonatodicarbonylrhodium(l); In methanol; dichloromethane;
DOI:10.1021/jo061692y

Reference yield:

: 173723-62-1,217440-34-1
(S)-allylglycine methyl ester hydrochloride

: 919487-84-6
N-benzyloxycarbonyl-S-trityl-(R)-cysteinyl-(S)-6-oxonorleucine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; 1-hydroxybenzotriazole; Et₃N / CH₂Cl₂ / cooling

2: 86 percent / hydrogen; BIPHEPHOS / Rh(acac)(CO)2 / methanol / 20 h / 65 °C / 3040 Torr

With hydrogen; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 6,6′-[(3,3′-di-tert-butyl-5,5′-dimethoxy-1,1′-biphenyl-2,2′-diyl)bis(oxy)]bis(di-benzo[d,f][1,3,2]dioxaphosphepin); triethylamine; acetylacetonatodicarbonylrhodium(l); In methanol; dichloromethane;
DOI:10.1021/jo061692y