(2R,4E)-2-(tert-butyldiphenylsilyl)oxy-1-(benzyloxycarbonyl)amino-4-heptene

Base Information

Chemical Name:(2R,4E)-2-(tert-butyldiphenylsilyl)oxy-1-(benzyloxycarbonyl)amino-4-heptene
CAS No.:321307-46-4
Molecular Formula:C₃₁H₃₉NO₃Si
Molecular Weight:501.741
Hs Code.:

Synonyms:(2R,4E)-2-(tert-butyldiphenylsilyl)oxy-1-(benzyloxycarbonyl)amino-4-heptene

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Chemical Property of (2R,4E)-2-(tert-butyldiphenylsilyl)oxy-1-(benzyloxycarbonyl)amino-4-heptene

Chemical Property:

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Technology Process of (2R,4E)-2-(tert-butyldiphenylsilyl)oxy-1-(benzyloxycarbonyl)amino-4-heptene

There total 5 articles about (2R,4E)-2-(tert-butyldiphenylsilyl)oxy-1-(benzyloxycarbonyl)amino-4-heptene 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:

: 928-97-2
(E)-3-hexen-1-ol

: 321307-46-4
(2R,4E)-2-(tert-butyldiphenylsilyl)oxy-1-(benzyloxycarbonyl)amino-4-heptene

Guidance literature:: Multi-step reaction with 5 steps

1.1: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

2.1: 94 percent / citric acid; (R)-hydroxynitrile lyase / H₂O; various solvent(s) / 4 °C / pH 5.1

3.1: imidazole / dimethylformamide / 20 °C

4.1: DIBAL / hexane; diethyl ether / -85 - -5 °C

4.2: 4.47 g / NaBH₄ / methanol / 1 h / 20 °C

5.1: diisopropylethylamine / CH₂Cl₂

With 1H-imidazole; (R)-hydroxynitrile lyase; diisobutylaluminium hydride; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; citric acid; In diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/1099-0690(200011)2000:22<3683::AID-EJOC3683>3.0.CO;2-U

Reference yield:

: 69112-21-6
(E)-3-hexenal

: 321307-46-4
(2R,4E)-2-(tert-butyldiphenylsilyl)oxy-1-(benzyloxycarbonyl)amino-4-heptene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 94 percent / citric acid; (R)-hydroxynitrile lyase / H₂O; various solvent(s) / 4 °C / pH 5.1

2.1: imidazole / dimethylformamide / 20 °C

3.1: DIBAL / hexane; diethyl ether / -85 - -5 °C

3.2: 4.47 g / NaBH₄ / methanol / 1 h / 20 °C

4.1: diisopropylethylamine / CH₂Cl₂

With 1H-imidazole; (R)-hydroxynitrile lyase; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; citric acid; In diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/1099-0690(200011)2000:22<3683::AID-EJOC3683>3.0.CO;2-U

Reference yield:

: 321307-37-3
(2R,4E)-2-hydroxy-4-heptenenitrile

: 321307-46-4
(2R,4E)-2-(tert-butyldiphenylsilyl)oxy-1-(benzyloxycarbonyl)amino-4-heptene

Guidance literature:: Multi-step reaction with 3 steps

1.1: imidazole / dimethylformamide / 20 °C

2.1: DIBAL / hexane; diethyl ether / -85 - -5 °C

2.2: 4.47 g / NaBH₄ / methanol / 1 h / 20 °C

3.1: diisopropylethylamine / CH₂Cl₂

With 1H-imidazole; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/1099-0690(200011)2000:22<3683::AID-EJOC3683>3.0.CO;2-U