methyl (2E,4S)-4-benzyloxy-5-(tert-butyldiphenylsilanyloxy)-pent-2-enoate

Base Information

Chemical Name:methyl (2E,4S)-4-benzyloxy-5-(tert-butyldiphenylsilanyloxy)-pent-2-enoate
CAS No.:885051-15-0
Molecular Formula:C₂₉H₃₄O₄Si
Molecular Weight:474.672
Hs Code.:

Synonyms:methyl (2E,4S)-4-benzyloxy-5-(tert-butyldiphenylsilanyloxy)-pent-2-enoate

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Chemical Property of methyl (2E,4S)-4-benzyloxy-5-(tert-butyldiphenylsilanyloxy)-pent-2-enoate

Chemical Property:

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Technology Process of methyl (2E,4S)-4-benzyloxy-5-(tert-butyldiphenylsilanyloxy)-pent-2-enoate

There total 2 articles about methyl (2E,4S)-4-benzyloxy-5-(tert-butyldiphenylsilanyloxy)-pent-2-enoate 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:

: 114934-98-4
2,5-di-O-benzyl-1,6-bis-O-tert-butyldiphenylsilanyl-D-mannitol

: 885051-15-0
methyl (2E,4S)-4-benzyloxy-5-(tert-butyldiphenylsilanyloxy)-pent-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: NaIO₄ / methanol / 24 h / 20 °C

2: 3.08 g / CH₂Cl₂ / 28 h / -78 - 20 °C

With sodium periodate; In methanol; dichloromethane;
DOI:10.1021/jo052383v

Reference yield:

: 122598-86-1,145842-05-3,135840-22-1
2-O-Benzyl-3-O-(tert-butyldiphenylsilyl)glyceraldehyde

: 21204-67-1,2605-67-6
methyl (triphenylphosphoranylidene)acetate

: 885051-15-0
methyl (2E,4S)-4-benzyloxy-5-(tert-butyldiphenylsilanyloxy)-pent-2-enoate

Guidance literature:: In dichloromethane; at -78 - 20 ℃; for 28h;
DOI:10.1021/jo052383v

Reference yield: 93.0%

: 885051-15-0
methyl (2E,4S)-4-benzyloxy-5-(tert-butyldiphenylsilanyloxy)-pent-2-enoate

: 2635-13-4
1,2-(methylenedioxy)-4-bromobenzene

: (3R,4S)-3-Benzo[1,3]dioxol-5-yl-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-pentanoic acid methyl ester

Guidance literature:: 1,2-(methylenedioxy)-4-bromobenzene; With magnesium; In tetrahydrofuran; Heating;

With copper(l) iodide; In tetrahydrofuran; at -78 ℃;

methyl (2E,4S)-4-benzyloxy-5-(tert-butyldiphenylsilanyloxy)-pent-2-enoate; With chloro-trimethyl-silane; In tetrahydrofuran; at -78 - 20 ℃;
DOI:10.1021/jo052383v