(S)-N-((R)-1-(benzyloxy)but-3-en-2-yl)-5-((tert-butyldimethylsilyl)oxy)octanamide

Base Information

Chemical Name:(S)-N-((R)-1-(benzyloxy)but-3-en-2-yl)-5-((tert-butyldimethylsilyl)oxy)octanamide
CAS No.:1425558-06-0
Molecular Formula:C₂₅H₄₃NO₃Si
Molecular Weight:433.707
Hs Code.:

Synonyms:(S)-N-((R)-1-(benzyloxy)but-3-en-2-yl)-5-((tert-butyldimethylsilyl)oxy)octanamide

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Chemical Property of (S)-N-((R)-1-(benzyloxy)but-3-en-2-yl)-5-((tert-butyldimethylsilyl)oxy)octanamide

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Technology Process of (S)-N-((R)-1-(benzyloxy)but-3-en-2-yl)-5-((tert-butyldimethylsilyl)oxy)octanamide

There total 7 articles about (S)-N-((R)-1-(benzyloxy)but-3-en-2-yl)-5-((tert-butyldimethylsilyl)oxy)octanamide 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: 89.0%

: 97682-96-7
(R)-1-(benzyloxy)but-3-en-2-amine

: 1425558-03-7
(S)-5-((tert-butyldimethylsilyl)oxy)octanoic acid

: 1425558-06-0
(S)-N-((R)-1-(benzyloxy)but-3-en-2-yl)-5-((tert-butyldimethylsilyl)oxy)octanamide

Guidance literature:: (S)-5-((tert-butyldimethylsilyl)oxy)octanoic acid; With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 0.0833333h; Inert atmosphere;

(R)-1-(benzyloxy)but-3-en-2-amine; In N,N-dimethyl-formamide; at 20 ℃; for 3.5h; 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

: 1425558-06-0
(S)-N-((R)-1-(benzyloxy)but-3-en-2-yl)-5-((tert-butyldimethylsilyl)oxy)octanamide

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

: (R)-2-(1-(benzyloxy)-4-hydroxybutan-2-yl)isoindoline-1,3-dion

: 1425558-06-0
(S)-N-((R)-1-(benzyloxy)but-3-en-2-yl)-5-((tert-butyldimethylsilyl)oxy)octanamide

Guidance literature:: Multi-step reaction with 3 steps

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

1.2: 24 h / 20 - 35 °C

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

3.1: 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

3.2: 3.5 h / 20 °C / Inert atmosphere

With ortho-nitrophenyl selenocyanate; tributylphosphine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; methylamine; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo3027643