methyl N-[(tert-butoxy)carbonyl]-L-leucyl-1-[(5S)-5-{[(benzyloxy)carbonyl]amino}-6-(tert-butoxy)-6-oxohexyl]-L-histidinate

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Chemical Name:methyl N-[(tert-butoxy)carbonyl]-L-leucyl-1-[(5S)-5-{[(benzyloxy)carbonyl]amino}-6-(tert-butoxy)-6-oxohexyl]-L-histidinate
CAS No.:1416327-15-5
Molecular Formula:C₃₆H₅₅N₅O₉
Molecular Weight:701.861
Hs Code.:

Synonyms:methyl N-[(tert-butoxy)carbonyl]-L-leucyl-1-[(5S)-5-{[(benzyloxy)carbonyl]amino}-6-(tert-butoxy)-6-oxohexyl]-L-histidinate

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Chemical Property of methyl N-[(tert-butoxy)carbonyl]-L-leucyl-1-[(5S)-5-{[(benzyloxy)carbonyl]amino}-6-(tert-butoxy)-6-oxohexyl]-L-histidinate

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Technology Process of methyl N-[(tert-butoxy)carbonyl]-L-leucyl-1-[(5S)-5-{[(benzyloxy)carbonyl]amino}-6-(tert-butoxy)-6-oxohexyl]-L-histidinate

There total 6 articles about methyl N-[(tert-butoxy)carbonyl]-L-leucyl-1-[(5S)-5-{[(benzyloxy)carbonyl]amino}-6-(tert-butoxy)-6-oxohexyl]-L-histidinate 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: 41.0%

: methyl N-[(tert-butoxy)carbonyl]-L-leucyl-L-histidinate

: 254106-02-0
tert-butyl N-[(benzyloxy)carbonyl]-6-iodo-L-norleucinate

: 1416327-15-5
methyl N-[(tert-butoxy)carbonyl]-L-leucyl-1-[(5S)-5-{[(benzyloxy)carbonyl]amino}-6-(tert-butoxy)-6-oxohexyl]-L-histidinate

Guidance literature:: methyl N-[(tert-butoxy)carbonyl]-L-leucyl-L-histidinate; With sodium hydride; In hexane; N,N-dimethyl-formamide; at -15 ℃; for 0.5h;

tert-butyl N-[(benzyloxy)carbonyl]-6-iodo-L-norleucinate; In hexane; N,N-dimethyl-formamide; at -15 - -5 ℃; for 4h;
DOI:10.1002/cbdv.201200320

Reference yield:

: 1499-46-3
L-Histidine methyl ester

: 1416327-15-5
methyl N-[(tert-butoxy)carbonyl]-L-leucyl-1-[(5S)-5-{[(benzyloxy)carbonyl]amino}-6-(tert-butoxy)-6-oxohexyl]-L-histidinate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; hexane / 0.5 h / -15 °C

2.2: 4 h / -15 - -5 °C

With 1-hydroxy-7-aza-benzotriazole; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In hexane; N,N-dimethyl-formamide;
DOI:10.1002/cbdv.201200320

Reference yield:

: 13139-15-6,53296-34-7
N-tert-butoxycarbonyl-L-leucine

: 1416327-15-5
methyl N-[(tert-butoxy)carbonyl]-L-leucyl-1-[(5S)-5-{[(benzyloxy)carbonyl]amino}-6-(tert-butoxy)-6-oxohexyl]-L-histidinate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 1-hydroxy-7-aza-benzotriazole; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; hexane / 0.5 h / -15 °C

2.2: 4 h / -15 - -5 °C

With 1-hydroxy-7-aza-benzotriazole; sodium hydride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In hexane; N,N-dimethyl-formamide;
DOI:10.1002/cbdv.201200320