(S)-phenyl 3-(2-(((benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanamido)-2-iodobenzoate

Base Information

Chemical Name:(S)-phenyl 3-(2-(((benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanamido)-2-iodobenzoate
CAS No.:1597416-66-4
Molecular Formula:C₃₀H₃₁IN₂O₇
Molecular Weight:658.49
Hs Code.:

Synonyms:(S)-phenyl 3-(2-(((benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanamido)-2-iodobenzoate

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Chemical Property of (S)-phenyl 3-(2-(((benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanamido)-2-iodobenzoate

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Technology Process of (S)-phenyl 3-(2-(((benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanamido)-2-iodobenzoate

There total 4 articles about (S)-phenyl 3-(2-(((benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanamido)-2-iodobenzoate 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: 99.0%

: 3886-08-6
5-tert-butyl N-benzyloxycarbonyl-L-glutamate

: 1597416-65-3
phenyl 3-amino-2-iodobenzoate

: 1597416-66-4
(S)-phenyl 3-(2-(((benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanamido)-2-iodobenzoate

Guidance literature:: With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; dicyclohexyl-carbodiimide; In tetrahydrofuran; at -10 - 60 ℃; for 16.25h; Inert atmosphere;
DOI:10.1002/anie.201309353

Reference yield:

: 5398-69-6
2-iodo-3-nitrobenzoic acid

: 1597416-66-4
(S)-phenyl 3-(2-(((benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanamido)-2-iodobenzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

2.2: 2 h / Inert atmosphere

3.1: tin(II) chloride dihdyrate / ethyl acetate / 4 h / Inert atmosphere

4.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; dicyclohexyl-carbodiimide / tetrahydrofuran / 16.25 h / -10 - 60 °C / Inert atmosphere

With oxalyl dichloride; tin(II) chloride dihdyrate; sodium hydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N,N-dimethyl-formamide; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1002/anie.201309353

Reference yield:

: 51640-62-1
2-iodo-3-nitrobenzoyl chloride

: 1597416-66-4
(S)-phenyl 3-(2-(((benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanamido)-2-iodobenzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

1.2: 2 h / Inert atmosphere

2.1: tin(II) chloride dihdyrate / ethyl acetate / 4 h / Inert atmosphere

3.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; dicyclohexyl-carbodiimide / tetrahydrofuran / 16.25 h / -10 - 60 °C / Inert atmosphere

With tin(II) chloride dihdyrate; sodium hydride; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethyl acetate;
DOI:10.1002/anie.201309353