(S)-methyl 2-((S)-2-((S)-2-acetamidopropanamido)-6-(benzyloxycarbonylamino)hexanamido)propanoate

Base Information

Chemical Name:(S)-methyl 2-((S)-2-((S)-2-acetamidopropanamido)-6-(benzyloxycarbonylamino)hexanamido)propanoate
CAS No.:1245942-94-2
Molecular Formula:C₂₃H₃₄N₄O₇
Molecular Weight:478.546
Hs Code.:

Synonyms:(S)-methyl 2-((S)-2-((S)-2-acetamidopropanamido)-6-(benzyloxycarbonylamino)hexanamido)propanoate

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Chemical Property of (S)-methyl 2-((S)-2-((S)-2-acetamidopropanamido)-6-(benzyloxycarbonylamino)hexanamido)propanoate

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Technology Process of (S)-methyl 2-((S)-2-((S)-2-acetamidopropanamido)-6-(benzyloxycarbonylamino)hexanamido)propanoate

There total 3 articles about (S)-methyl 2-((S)-2-((S)-2-acetamidopropanamido)-6-(benzyloxycarbonylamino)hexanamido)propanoate 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: 72.0%

: 67-56-1
methanol

: C₃₂H₂₈NO₅Pol

: 35661-39-3,136132-75-7
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

: 86060-82-4,110990-07-3
Fmoc-Lys(Z)-OH

: 64-19-7,77671-22-8
acetic acid

: 1245942-94-2
(S)-methyl 2-((S)-2-((S)-2-acetamidopropanamido)-6-(benzyloxycarbonylamino)hexanamido)propanoate

Guidance literature:: C₃₂H₂₈NO₅Pol; With piperidine; In N,N-dimethyl-formamide; for 0.25h; solid phase reaction;

Fmoc-Lys(Z)-OH; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1h; solid phase reaction;

methanol; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; acetic acid; Further stages;
DOI:10.1016/j.bmc.2010.06.035

Reference yield: 72.0%

: 67-56-1
methanol

: Fmoc-alanine-Wang-resin

: 35661-39-3,136132-75-7
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

: 86060-82-4,110990-07-3
Fmoc-Lys(Z)-OH

: 64-19-7,77671-22-8
acetic acid

: 1245942-94-2
(S)-methyl 2-((S)-2-((S)-2-acetamidopropanamido)-6-(benzyloxycarbonylamino)hexanamido)propanoate

Guidance literature:: Fmoc-alanine-Wang-resin; With piperidine; In N,N-dimethyl-formamide; for 0.25h; solid phase reaction;

Fmoc-Lys(Z)-OH; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 1h; solid phase reaction;

methanol; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; acetic acid; Further stages;
DOI:10.1021/jm200590k

Reference yield:

: 1155-64-2,57705-97-2,67178-46-5,25931-47-9
N₆-[(benzyloxy)carbonyl]-L-lysine

: 1245942-94-2
(S)-methyl 2-((S)-2-((S)-2-acetamidopropanamido)-6-(benzyloxycarbonylamino)hexanamido)propanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / tetrahydrofuran; water / 4.17 h / 0 - 20 °C

2.1: piperidine / N,N-dimethyl-formamide / 0.25 h / solid phase reaction

2.2: 1 h / 20 °C / solid phase reaction

With piperidine; sodium hydrogencarbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/jm200590k