(S)-methanesulfonic acid 2-(tert-butyldiphenylsilanyloxymethyl)-pent-4-enyl ester

Base Information

Chemical Name:(S)-methanesulfonic acid 2-(tert-butyldiphenylsilanyloxymethyl)-pent-4-enyl ester
CAS No.:1375467-34-7
Molecular Formula:C₂₃H₃₂O₄SSi
Molecular Weight:432.656
Hs Code.:

Synonyms:(S)-methanesulfonic acid 2-(tert-butyldiphenylsilanyloxymethyl)-pent-4-enyl ester

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Chemical Property of (S)-methanesulfonic acid 2-(tert-butyldiphenylsilanyloxymethyl)-pent-4-enyl ester

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Technology Process of (S)-methanesulfonic acid 2-(tert-butyldiphenylsilanyloxymethyl)-pent-4-enyl ester

There total 1 articles about (S)-methanesulfonic acid 2-(tert-butyldiphenylsilanyloxymethyl)-pent-4-enyl 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: 93.0%

: (R)-2-(tert-butyldiphenylsilanyloxymethyl)-pent-4-en-1-ol

: 124-63-0
methanesulfonyl chloride

: 1375467-34-7
(S)-methanesulfonic acid 2-(tert-butyldiphenylsilanyloxymethyl)-pent-4-enyl ester

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;
DOI:10.1016/j.tetasy.2012.03.001

Reference yield: 90.0%

: 773837-37-9
sodium cyanide

: 1375467-34-7
(S)-methanesulfonic acid 2-(tert-butyldiphenylsilanyloxymethyl)-pent-4-enyl ester

: 1375467-35-8
(R)-3-(tert-butyldiphenylsilanyloxymethyl)-hex-5-enenitrile

Guidance literature:: In dimethyl sulfoxide; at 20 ℃;
DOI:10.1016/j.tetasy.2012.03.001

Reference yield:

: 1375467-34-7
(S)-methanesulfonic acid 2-(tert-butyldiphenylsilanyloxymethyl)-pent-4-enyl ester

: 1376197-44-2
(1S,2S,3S,5S)-5-(hydroxymethyl)cyclohexane-1,2,3-triol

Guidance literature:: Multi-step reaction with 9 steps

1.1: dimethyl sulfoxide / 20 °C

2.1: diisobutylaluminium hydride / dichloromethane / 2 h / -78 °C

3.1: tetrahydrofuran / 2 h / -78 - 20 °C

3.2: Saturated solution

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / -78 °C

4.2: -78 - 20 °C

5.1: Grubbs catalyst first generation / dichloromethane / 20 °C

6.1: L-Selectride / tetrahydrofuran / 2 h / -78 °C

7.1: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 19 h / 20 °C

8.1: sulfuric acid; water / 1,4-dioxane / 0.5 h / 20 °C

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 5 h / 0 - 20 °C

With Grubbs catalyst first generation; oxalyl dichloride; sulfuric acid; tetrabutyl ammonium fluoride; water; L-Selectride; diisobutylaluminium hydride; sodium hydrogencarbonate; dimethyl sulfoxide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; 1,4-dioxane; dichloromethane; dimethyl sulfoxide; 4.1: Swern oxidation / 4.2: Swern oxidation;
DOI:10.1016/j.tetasy.2012.03.001