benzyl tert-butyl (5-oxo-5-(((3E,5E)-7-oxo-1-phenyl-7-(piperidin-1-yl)hepta-3,5-dien-2-yl)amino)pentane-1,4-diyl)dicarbamate

Base Information

Chemical Name:benzyl tert-butyl (5-oxo-5-(((3E,5E)-7-oxo-1-phenyl-7-(piperidin-1-yl)hepta-3,5-dien-2-yl)amino)pentane-1,4-diyl)dicarbamate
CAS No.:1424360-88-2
Molecular Formula:C₃₆H₄₈N₄O₆
Molecular Weight:632.8
Hs Code.:

Synonyms:benzyl tert-butyl (5-oxo-5-(((3E,5E)-7-oxo-1-phenyl-7-(piperidin-1-yl)hepta-3,5-dien-2-yl)amino)pentane-1,4-diyl)dicarbamate

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Chemical Property of benzyl tert-butyl (5-oxo-5-(((3E,5E)-7-oxo-1-phenyl-7-(piperidin-1-yl)hepta-3,5-dien-2-yl)amino)pentane-1,4-diyl)dicarbamate

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Technology Process of benzyl tert-butyl (5-oxo-5-(((3E,5E)-7-oxo-1-phenyl-7-(piperidin-1-yl)hepta-3,5-dien-2-yl)amino)pentane-1,4-diyl)dicarbamate

There total 5 articles about benzyl tert-butyl (5-oxo-5-(((3E,5E)-7-oxo-1-phenyl-7-(piperidin-1-yl)hepta-3,5-dien-2-yl)amino)pentane-1,4-diyl)dicarbamate 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: 62.8%

: 110-89-4
piperidine

: 1424360-95-1
(S,2E,4E)-6-((S)-5-(((benzyloxy)carbonyl)amino)-2-((tertbutoxycarbonyl)amino)pentanamido)-7-phenylhepta-2,4-dienoic acid

: 1424360-88-2
benzyl tert-butyl (5-oxo-5-(((3E,5E)-7-oxo-1-phenyl-7-(piperidin-1-yl)hepta-3,5-dien-2-yl)amino)pentane-1,4-diyl)dicarbamate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/j.bmcl.2012.12.100

Reference yield:

: 72155-45-4
Boc-L-phenylalaninal

: 1424360-88-2
benzyl tert-butyl (5-oxo-5-(((3E,5E)-7-oxo-1-phenyl-7-(piperidin-1-yl)hepta-3,5-dien-2-yl)amino)pentane-1,4-diyl)dicarbamate

Guidance literature:: Multi-step reaction with 5 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

4.1: lithium hydroxide; water / methanol; tetrahydrofuran / 36 h / 20 °C

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

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

Reference yield:

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

: 1424360-88-2
benzyl tert-butyl (5-oxo-5-(((3E,5E)-7-oxo-1-phenyl-7-(piperidin-1-yl)hepta-3,5-dien-2-yl)amino)pentane-1,4-diyl)dicarbamate

Guidance literature:: Multi-step reaction with 3 steps

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

2: lithium hydroxide; water / methanol; tetrahydrofuran / 36 h / 20 °C

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

With dmap; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/j.bmcl.2012.12.100