(S)-methyl N-(benzyloxycarbonyl)[(Z-but-2-enyl)diphenylsilanyloxy]isoserinate

Base Information

Chemical Name:(S)-methyl N-(benzyloxycarbonyl)[(Z-but-2-enyl)diphenylsilanyloxy]isoserinate
CAS No.:866006-99-7
Molecular Formula:C₂₈H₃₁NO₅Si
Molecular Weight:489.643
Hs Code.:

Synonyms:(S)-methyl N-(benzyloxycarbonyl)[(Z-but-2-enyl)diphenylsilanyloxy]isoserinate

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Chemical Property of (S)-methyl N-(benzyloxycarbonyl)[(Z-but-2-enyl)diphenylsilanyloxy]isoserinate

Chemical Property:

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Technology Process of (S)-methyl N-(benzyloxycarbonyl)[(Z-but-2-enyl)diphenylsilanyloxy]isoserinate

There total 3 articles about (S)-methyl N-(benzyloxycarbonyl)[(Z-but-2-enyl)diphenylsilanyloxy]isoserinate 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: 77.0%

: 135582-87-5
(S)-methyl 3-(benzyloxycarbonylamino)-2-hydroxypropanoate

: 54008-70-7
(Z)-(but-2-enyl)diphenylsilane

: 866006-99-7
(S)-methyl N-(benzyloxycarbonyl)[(Z-but-2-enyl)diphenylsilanyloxy]isoserinate

Guidance literature:: With tris(pentafluorophenyl)borate; In dichloromethane; for 16h; Heating;
DOI:10.1021/jo050644v

Reference yield:

: 1631-83-0
diphenylsilyl chloride

: 866006-99-7
(S)-methyl N-(benzyloxycarbonyl)[(Z-but-2-enyl)diphenylsilanyloxy]isoserinate

Guidance literature:: Multi-step reaction with 3 steps

1.1: TMEDA; t-BuLi / tetrahydrofuran; pentane / 1 h / -78 - 20 °C

1.2: 96 percent / tetrahydrofuran; pentane / 1.5 h / -78 - 20 °C

2.1: 65 percent / DIBAL / heptane / 5 h / Heating

3.1: 77 percent / B(C₆F₅)3 / CH₂Cl₂ / 16 h / Heating

With N,N,N,N,-tetramethylethylenediamine; tris(pentafluorophenyl)borate; tert.-butyl lithium; diisobutylaluminium hydride; In tetrahydrofuran; n-heptane; dichloromethane; pentane;
DOI:10.1021/jo050644v

Reference yield:

: 866007-57-0
(but-2-ynyl)diphenylsilane

: 866006-99-7
(S)-methyl N-(benzyloxycarbonyl)[(Z-but-2-enyl)diphenylsilanyloxy]isoserinate

Guidance literature:: Multi-step reaction with 2 steps

1: 65 percent / DIBAL / heptane / 5 h / Heating

2: 77 percent / B(C₆F₅)3 / CH₂Cl₂ / 16 h / Heating

With tris(pentafluorophenyl)borate; diisobutylaluminium hydride; In n-heptane; dichloromethane;
DOI:10.1021/jo050644v