(S)-(S)-8-(((R)-1-(benzyloxy)but-3-en-2-yl)amino)-8-oxooctan-4-yl-2-((S)-N,2-dimethylpent-4-enamido)-3-phenyl propanoate

Base Information

Chemical Name:(S)-(S)-8-(((R)-1-(benzyloxy)but-3-en-2-yl)amino)-8-oxooctan-4-yl-2-((S)-N,2-dimethylpent-4-enamido)-3-phenyl propanoate
CAS No.:1425558-10-6
Molecular Formula:C₃₅H₄₈N₂O₅
Molecular Weight:576.777
Hs Code.:

Synonyms:(S)-(S)-8-(((R)-1-(benzyloxy)but-3-en-2-yl)amino)-8-oxooctan-4-yl-2-((S)-N,2-dimethylpent-4-enamido)-3-phenyl propanoate

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Chemical Property of (S)-(S)-8-(((R)-1-(benzyloxy)but-3-en-2-yl)amino)-8-oxooctan-4-yl-2-((S)-N,2-dimethylpent-4-enamido)-3-phenyl propanoate

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Technology Process of (S)-(S)-8-(((R)-1-(benzyloxy)but-3-en-2-yl)amino)-8-oxooctan-4-yl-2-((S)-N,2-dimethylpent-4-enamido)-3-phenyl propanoate

There total 13 articles about (S)-(S)-8-(((R)-1-(benzyloxy)but-3-en-2-yl)amino)-8-oxooctan-4-yl-2-((S)-N,2-dimethylpent-4-enamido)-3-phenyl propanoate 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: 92.0%

: 20626-61-3
(S)-2-methyl-4-pentenoic acid

: 1425558-09-3
(S)-(S)-8-(((R)-1-(benzyloxy)but-3-en-2-yl)amino)-8-oxooctan-4-yl-2-(methylamino)-3-phenyl propanoate

: 1425558-10-6
(S)-(S)-8-(((R)-1-(benzyloxy)but-3-en-2-yl)amino)-8-oxooctan-4-yl-2-((S)-N,2-dimethylpent-4-enamido)-3-phenyl propanoate

Guidance literature:: (S)-2-methyl-4-pentenoic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 0.0833333h; Inert atmosphere;

(S)-(S)-8-(((R)-1-(benzyloxy)but-3-en-2-yl)amino)-8-oxooctan-4-yl-2-(methylamino)-3-phenyl propanoate; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/jo3027643

Reference yield:

: 1425558-12-8
(R)-2-(1-(benzyloxy)-4-((4-methoxybenzyl)oxy)butan-2-yl)-isoindoline-1,3-dione

: 1425558-10-6
(S)-(S)-8-(((R)-1-(benzyloxy)but-3-en-2-yl)amino)-8-oxooctan-4-yl-2-((S)-N,2-dimethylpent-4-enamido)-3-phenyl propanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 0 - 20 °C

2.1: ortho-nitrophenyl selenocyanate; tributylphosphine / tetrahydrofuran / 1.25 h / 20 - 35 °C / Inert atmosphere

2.2: 24 h / 20 - 35 °C

3.1: methylamine / ethanol / 2 h / 20 °C / Inert atmosphere

4.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.08 h / Inert atmosphere

4.2: 3.5 h / 20 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 2.5 h / 0 °C / Inert atmosphere

6.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0.67 h / 20 °C / Inert atmosphere

7.1: chlorotriisopropylsilane; trifluoroacetic acid / dichloromethane / 0.5 h / 20 °C / Inert atmosphere

8.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.08 h / 20 °C / Inert atmosphere

8.2: 3 h / 20 °C / Inert atmosphere

With dmap; ortho-nitrophenyl selenocyanate; chlorotriisopropylsilane; tributylphosphine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; dicyclohexyl-carbodiimide; HATU; methylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo3027643

Reference yield:

: 175272-36-3
(4R)-4-Benzyl-3-[(2S)-2-methyl-4-pentenoyl]-1,3-oxazolidin-2-one

: 1425558-10-6
(S)-(S)-8-(((R)-1-(benzyloxy)but-3-en-2-yl)amino)-8-oxooctan-4-yl-2-((S)-N,2-dimethylpent-4-enamido)-3-phenyl propanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium hydroxide; dihydrogen peroxide / tetrahydrofuran; water / 20 °C

2.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.08 h / 20 °C / Inert atmosphere

2.2: 3 h / 20 °C / Inert atmosphere

With dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; HATU; lithium hydroxide; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/jo3027643