5-benzyloxy-4-(tert-butyldimethylsilyloxy)-1-(2,4-dimethoxyphenyl)-2-(phenylsulfonyl)pentanol benzoate

Base Information

Chemical Name:5-benzyloxy-4-(tert-butyldimethylsilyloxy)-1-(2,4-dimethoxyphenyl)-2-(phenylsulfonyl)pentanol benzoate
CAS No.:139766-09-9
Molecular Formula:C₃₉H₄₈O₈SSi
Molecular Weight:704.957
Hs Code.:

Synonyms:5-benzyloxy-4-(tert-butyldimethylsilyloxy)-1-(2,4-dimethoxyphenyl)-2-(phenylsulfonyl)pentanol benzoate

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Chemical Property of 5-benzyloxy-4-(tert-butyldimethylsilyloxy)-1-(2,4-dimethoxyphenyl)-2-(phenylsulfonyl)pentanol benzoate

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Technology Process of 5-benzyloxy-4-(tert-butyldimethylsilyloxy)-1-(2,4-dimethoxyphenyl)-2-(phenylsulfonyl)pentanol benzoate

There total 9 articles about 5-benzyloxy-4-(tert-butyldimethylsilyloxy)-1-(2,4-dimethoxyphenyl)-2-(phenylsulfonyl)pentanol benzoate 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: 70.0%

: 98-88-4
benzoyl chloride

: 139765-99-4
1-benzyloxy-2-(tert-butyldimethylsilyloxy)-4-(phenylsulfonyl)butane

: 613-45-6
2,4-Dimethoxybenzaldehyde

: 139766-09-9
5-benzyloxy-4-(tert-butyldimethylsilyloxy)-1-(2,4-dimethoxyphenyl)-2-(phenylsulfonyl)pentanol benzoate

Guidance literature:: 1-benzyloxy-2-(tert-butyldimethylsilyloxy)-4-(phenylsulfonyl)butane; 2,4-Dimethoxybenzaldehyde; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;

benzoyl chloride; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.0833333h;
DOI:10.1016/S0040-4020(99)00832-7

Reference yield:

: 2930-05-4
Benzyloxymethyl-oxiran

: 139766-09-9
5-benzyloxy-4-(tert-butyldimethylsilyloxy)-1-(2,4-dimethoxyphenyl)-2-(phenylsulfonyl)pentanol benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi; DMPU / tetrahydrofuran; hexane / 0.25 h / 25 °C

1.2: 71 percent / triethylamine / tetrahydrofuran / 0 °C

2.1: n-BuLi / tetrahydrofuran; hexane / -78 °C

2.2: 70 percent / n-BuLi / tetrahydrofuran; hexane / 0.08 h / -78 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; In tetrahydrofuran; hexane; 1.1: Addition / 1.2: Substitution / 2.1: Substitution / 2.2: Esterification;
DOI:10.1016/S0040-4020(99)00832-7

Reference yield:

: 3112-85-4
methylphenylsulfonate

: 139766-09-9
5-benzyloxy-4-(tert-butyldimethylsilyloxy)-1-(2,4-dimethoxyphenyl)-2-(phenylsulfonyl)pentanol benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi; DMPU / tetrahydrofuran; hexane / 0.25 h / 25 °C

1.2: 71 percent / triethylamine / tetrahydrofuran / 0 °C

2.1: n-BuLi / tetrahydrofuran; hexane / -78 °C

2.2: 70 percent / n-BuLi / tetrahydrofuran; hexane / 0.08 h / -78 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; In tetrahydrofuran; hexane; 1.1: Addition / 1.2: Substitution / 2.1: Substitution / 2.2: Esterification;
DOI:10.1016/S0040-4020(99)00832-7