tert-butyl N-[ (benzyloxy)carbonyl]-1-((5S)-5-{[(tert-butoxy)carbonyl]amino}-6-methoxy-6-oxohexyl)-L-histidyl-L-leucinate

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Chemical Name:tert-butyl N-[ (benzyloxy)carbonyl]-1-((5S)-5-{[(tert-butoxy)carbonyl]amino}-6-methoxy-6-oxohexyl)-L-histidyl-L-leucinate
CAS No.:1416327-13-3
Molecular Formula:C₃₆H₅₅N₅O₉
Molecular Weight:701.861
Hs Code.:

Synonyms:tert-butyl N-[ (benzyloxy)carbonyl]-1-((5S)-5-{[(tert-butoxy)carbonyl]amino}-6-methoxy-6-oxohexyl)-L-histidyl-L-leucinate

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Chemical Property of tert-butyl N-[ (benzyloxy)carbonyl]-1-((5S)-5-{[(tert-butoxy)carbonyl]amino}-6-methoxy-6-oxohexyl)-L-histidyl-L-leucinate

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Technology Process of tert-butyl N-[ (benzyloxy)carbonyl]-1-((5S)-5-{[(tert-butoxy)carbonyl]amino}-6-methoxy-6-oxohexyl)-L-histidyl-L-leucinate

There total 3 articles about tert-butyl N-[ (benzyloxy)carbonyl]-1-((5S)-5-{[(tert-butoxy)carbonyl]amino}-6-methoxy-6-oxohexyl)-L-histidyl-L-leucinate 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: 50.0%

: 261171-95-3
(S)-methyl 2-(tert-butoxycarbonylamino)-6-iodohexanoate

: 1416327-12-2
tert-butyl N-[(benzyloxy)carbonyl]-L-histidyl-L-leucinate

: 1416327-13-3
tert-butyl N-[ (benzyloxy)carbonyl]-1-((5S)-5-{[(tert-butoxy)carbonyl]amino}-6-methoxy-6-oxohexyl)-L-histidyl-L-leucinate

Guidance literature:: tert-butyl N-[(benzyloxy)carbonyl]-L-histidyl-L-leucinate; With sodium hydride; In hexane; N,N-dimethyl-formamide; at -15 ℃; for 0.5h; Inert atmosphere;

(S)-methyl 2-(tert-butoxycarbonylamino)-6-iodohexanoate; In hexane; N,N-dimethyl-formamide; at -15 - -5 ℃; for 4h; Inert atmosphere;
DOI:10.1002/cbdv.201200320

Reference yield:

: 21691-53-2
L-leucine tert-butyl ester

: 1416327-13-3
tert-butyl N-[ (benzyloxy)carbonyl]-1-((5S)-5-{[(tert-butoxy)carbonyl]amino}-6-methoxy-6-oxohexyl)-L-histidyl-L-leucinate

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 / Inert atmosphere

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

2.2: 4 h / -15 - -5 °C / Inert atmosphere

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:

: 14997-58-1
N-[(benzyloxy)carbonyl]-L-histidine

: 1416327-13-3
tert-butyl N-[ (benzyloxy)carbonyl]-1-((5S)-5-{[(tert-butoxy)carbonyl]amino}-6-methoxy-6-oxohexyl)-L-histidyl-L-leucinate

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 / Inert atmosphere

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

2.2: 4 h / -15 - -5 °C / Inert atmosphere

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