3-hydroxy-5-methoxymethoxy-4-methyl-2-phenylsulfanyl-pentanoic acid 1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-but-3-enyl ester

Base Information

Chemical Name:3-hydroxy-5-methoxymethoxy-4-methyl-2-phenylsulfanyl-pentanoic acid 1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-but-3-enyl ester
CAS No.:851770-88-2
Molecular Formula:C₃₆H₄₈O₆SSi
Molecular Weight:636.925
Hs Code.:

3-hydroxy-5-methoxymethoxy-4-methyl-2-phenylsulfanyl-pentanoic acid 1-[2-(<i>tert</i>-butyl-diphenyl-silanyloxy)-ethyl]-but-3-enyl ester

Synonyms:3-hydroxy-5-methoxymethoxy-4-methyl-2-phenylsulfanyl-pentanoic acid 1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-but-3-enyl ester

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Chemical Property of 3-hydroxy-5-methoxymethoxy-4-methyl-2-phenylsulfanyl-pentanoic acid 1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-but-3-enyl ester

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Technology Process of 3-hydroxy-5-methoxymethoxy-4-methyl-2-phenylsulfanyl-pentanoic acid 1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-but-3-enyl ester

There total 4 articles about 3-hydroxy-5-methoxymethoxy-4-methyl-2-phenylsulfanyl-pentanoic acid 1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-but-3-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: 94.0%

: 851592-83-1
phenylsulfanyl-acetic acid 1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-but-3-enyl ester

: 3-Methoxymethoxy-2-methyl-propionaldehyde

: 851770-88-2
3-hydroxy-5-methoxymethoxy-4-methyl-2-phenylsulfanyl-pentanoic acid 1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-but-3-enyl ester

Guidance literature:: phenylsulfanyl-acetic acid 1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-but-3-enyl ester; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃;

3-Methoxymethoxy-2-methyl-propionaldehyde; In tetrahydrofuran; hexane; at -78 - -35 ℃;
DOI:10.1021/ol050270s

Reference yield:

: 103-04-8
(phenylthio)acetic acid

: 851770-88-2
3-hydroxy-5-methoxymethoxy-4-methyl-2-phenylsulfanyl-pentanoic acid 1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-but-3-enyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 86 percent / DCC; DMAP*TsOH / CH₂Cl₂

2.1: LDA / tetrahydrofuran; hexane / -78 °C

2.2: 94 percent / tetrahydrofuran; hexane / -78 - -35 °C

With dicyclohexyl-carbodiimide; 4-(dimethylamino)pyridinium tosylate; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ol050270s

Reference yield:

: 112897-03-7
3-(tert-butyldiphenylsilyloxy)-1-propanal

: 851770-88-2
3-hydroxy-5-methoxymethoxy-4-methyl-2-phenylsulfanyl-pentanoic acid 1-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-but-3-enyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 86 percent / DCC; DMAP*TsOH / CH₂Cl₂

2.1: LDA / tetrahydrofuran; hexane / -78 °C

2.2: 94 percent / tetrahydrofuran; hexane / -78 - -35 °C

With dicyclohexyl-carbodiimide; 4-(dimethylamino)pyridinium tosylate; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1.1: Keck allylation;
DOI:10.1021/ol050270s