(2R,4E)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]amino-4-heptene

Base Information

Chemical Name:(2R,4E)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]amino-4-heptene
CAS No.:321307-41-9
Molecular Formula:C₂₆H₄₅NO₄Si
Molecular Weight:463.733
Hs Code.:

Synonyms:(2R,4E)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]amino-4-heptene

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Chemical Property of (2R,4E)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]amino-4-heptene

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Technology Process of (2R,4E)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]amino-4-heptene

There total 5 articles about (2R,4E)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]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: 83.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 321307-40-8
(2R,4E)-2-(tert-butyldimethylsilyl)oxy-1-(p-methoxybenzyl)amino-4-heptene

: 321307-41-9
(2R,4E)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]amino-4-heptene

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1002/1099-0690(200011)2000:22<3683::AID-EJOC3683>3.0.CO;2-U

Reference yield:

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

: 321307-41-9
(2R,4E)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]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 / diethyl ether; hexane / -80 - -5 °C

4.2: methanol / 2.5 h / -95 - 20 °C

4.3: NaBH₄ / 20 °C

5.1: 83 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / 20 °C

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

: 321307-41-9
(2R,4E)-2-(tert-butyldimethylsilyl)oxy-1-[(tert-butyloxycarbonyl)(p-methoxybenzyl)]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 / diethyl ether; hexane / -80 - -5 °C

3.2: methanol / 2.5 h / -95 - 20 °C

3.3: NaBH₄ / 20 °C

4.1: 83 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / 20 °C

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