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

Base Information

Chemical Name:(S)-phenyl 3-(2-(((benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanamido)-2-ethynylbenzoate
CAS No.:1597416-70-0
Molecular Formula:C₃₂H₃₂N₂O₇
Molecular Weight:556.615
Hs Code.:

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

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

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

There total 6 articles about (S)-phenyl 3-(2-(((benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanamido)-2-ethynylbenzoate 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: 85.0%

: 1597416-69-7
(S)-phenyl 3-(2-(((benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanamido)-2-((trimethylsilyl)ethynyl)benzoate

: 1597416-70-0
(S)-phenyl 3-(2-(((benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanamido)-2-ethynylbenzoate

Guidance literature:: With acetic acid; trifluoroacetic acid; In tetrahydrofuran; for 1h; Inert atmosphere;
DOI:10.1002/anie.201309353

Reference yield:

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

: 1597416-70-0
(S)-phenyl 3-(2-(((benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanamido)-2-ethynylbenzoate

Guidance literature:: Multi-step reaction with 3 steps

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

2: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 16 h / 60 °C / Inert atmosphere

3: acetic acid; trifluoroacetic acid / tetrahydrofuran / 1 h / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; 2: |Sonogashira Cross-Coupling;
DOI:10.1002/anie.201309353

Reference yield:

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

: 1597416-70-0
(S)-phenyl 3-(2-(((benzyloxy)carbonyl)amino)-5-(tert-butoxy)-5-oxopentanamido)-2-ethynylbenzoate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 16 h / 60 °C / Inert atmosphere

2: acetic acid; trifluoroacetic acid / tetrahydrofuran / 1 h / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; acetic acid; triethylamine; trifluoroacetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; 1: |Sonogashira Cross-Coupling;
DOI:10.1002/anie.201309353