(2E,4S,5S)-4,5-isopropylidenedioxy-6-tert-butyldiphenylsilyloxy-2-hexenic acid ethyl ester

Base Information

Chemical Name:(2E,4S,5S)-4,5-isopropylidenedioxy-6-tert-butyldiphenylsilyloxy-2-hexenic acid ethyl ester
CAS No.:1221741-37-2
Molecular Formula:C₂₇H₃₆O₅Si
Molecular Weight:468.665
Hs Code.:

Synonyms:(2E,4S,5S)-4,5-isopropylidenedioxy-6-tert-butyldiphenylsilyloxy-2-hexenic acid ethyl ester

Suppliers and Price of (2E,4S,5S)-4,5-isopropylidenedioxy-6-tert-butyldiphenylsilyloxy-2-hexenic acid ethyl ester

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Chemical Property of (2E,4S,5S)-4,5-isopropylidenedioxy-6-tert-butyldiphenylsilyloxy-2-hexenic acid ethyl ester

Chemical Property:

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Technology Process of (2E,4S,5S)-4,5-isopropylidenedioxy-6-tert-butyldiphenylsilyloxy-2-hexenic acid ethyl ester

There total 1 articles about (2E,4S,5S)-4,5-isopropylidenedioxy-6-tert-butyldiphenylsilyloxy-2-hexenic acid ethyl ester 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:

: 136032-73-0,127251-09-6
4-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-L-threitol

: 1221741-37-2
(2E,4S,5S)-4,5-isopropylidenedioxy-6-tert-butyldiphenylsilyloxy-2-hexenic acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: oxalyl dichloride; dimethyl sulfoxide; triethylamine / dichloromethane / -78 °C

2: benzene / 2 h / Reflux

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; benzene; 1: |Swern Oxidation / 2: |Wittig Olefination;
DOI:10.1016/j.tetlet.2014.05.111

Reference yield: 95.0%

: 1221741-37-2
(2E,4S,5S)-4,5-isopropylidenedioxy-6-tert-butyldiphenylsilyloxy-2-hexenic acid ethyl ester

: 1221741-38-3
(2E,4S,5S)-4,5-isopropylidenedioxy-6-tert-butyldiphenylsilyloxy-2-hexen-1-ol

Guidance literature:: (2E,4S,5S)-4,5-isopropylidenedioxy-6-tert-butyldiphenylsilyloxy-2-hexenic acid ethyl ester; With diisobutylaluminium hydride; In hexane; dichloromethane; at -78 ℃; Inert atmosphere;

With water; Rochelle's salt; In hexane; dichloromethane; Cooling;
DOI:10.1021/jo100183d

Reference yield:

: 1221741-37-2
(2E,4S,5S)-4,5-isopropylidenedioxy-6-tert-butyldiphenylsilyloxy-2-hexenic acid ethyl ester

: C₂₅H₃₄O₅Si

Guidance literature:: Multi-step reaction with 2 steps

1: diisobutylaluminium hydride / dichloromethane / 0 - 20 °C

2: Cumene hydroperoxide; D-(-)-diisopropyl tartrate; titanium(IV) isopropylate / dichloromethane / -20 °C / Molecular sieve

With titanium(IV) isopropylate; Cumene hydroperoxide; diisobutylaluminium hydride; D-(-)-diisopropyl tartrate; In dichloromethane; 2: |Sharpless Asymmetric Epoxidation;
DOI:10.1016/j.tetlet.2014.05.111