(2E,4E)-ethyl 6-(5-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanamido)-7-phenylhepta-2,4-dienoate

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Chemical Name:(2E,4E)-ethyl 6-(5-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanamido)-7-phenylhepta-2,4-dienoate
CAS No.:1424360-84-8
Molecular Formula:C₃₃H₄₃N₃O₇
Molecular Weight:593.72
Hs Code.:

Synonyms:(2E,4E)-ethyl 6-(5-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanamido)-7-phenylhepta-2,4-dienoate

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Chemical Property of (2E,4E)-ethyl 6-(5-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanamido)-7-phenylhepta-2,4-dienoate

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Technology Process of (2E,4E)-ethyl 6-(5-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanamido)-7-phenylhepta-2,4-dienoate

There total 4 articles about (2E,4E)-ethyl 6-(5-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanamido)-7-phenylhepta-2,4-dienoate 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: 79.6%

: 1424360-94-0
(2E,4E)-ethyl 6-amino-7-phenylhepta-2,4-dienoate

: 2480-93-5
Boc-Orn(Z)-OH

: 1424360-84-8
(2E,4E)-ethyl 6-(5-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanamido)-7-phenylhepta-2,4-dienoate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 4h;

Reference yield:

: 1424360-83-7
(2E,4E)-ethyl 6-((tert-butoxycarbonyl)amino)-7-phenylhepta-2,4-dienoate

: 1424360-84-8
(2E,4E)-ethyl 6-(5-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanamido)-7-phenylhepta-2,4-dienoate

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid / dichloromethane / 36 h / 20 °C

2: triethylamine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 4 h / 20 °C

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/j.bmcl.2012.12.100

Reference yield:

: 72155-45-4
Boc-L-phenylalaninal

: 1424360-84-8
(2E,4E)-ethyl 6-(5-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)pentanamido)-7-phenylhepta-2,4-dienoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium tert-butylate / tetrahydrofuran / 1 h / 0 °C

1.2: 3 h / 20 °C

2.1: trifluoroacetic acid / dichloromethane / 36 h / 20 °C

3.1: triethylamine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 4 h / 20 °C

With dmap; potassium tert-butylate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1016/j.bmcl.2012.12.100