4-{6-[4-benzyloxy-2-(tert-butyldiphenylsilanyloxy)-butyl]-tetrahydropyran-2-yl}-3-hydroxybutyric acid ethyl ester

Base Information

Chemical Name:4-{6-[4-benzyloxy-2-(tert-butyldiphenylsilanyloxy)-butyl]-tetrahydropyran-2-yl}-3-hydroxybutyric acid ethyl ester
CAS No.:500208-42-4
Molecular Formula:C₃₈H₅₂O₆Si
Molecular Weight:632.913
Hs Code.:

Synonyms:4-{6-[4-benzyloxy-2-(tert-butyldiphenylsilanyloxy)-butyl]-tetrahydropyran-2-yl}-3-hydroxybutyric acid ethyl ester

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Chemical Property of 4-{6-[4-benzyloxy-2-(tert-butyldiphenylsilanyloxy)-butyl]-tetrahydropyran-2-yl}-3-hydroxybutyric acid ethyl ester

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Technology Process of 4-{6-[4-benzyloxy-2-(tert-butyldiphenylsilanyloxy)-butyl]-tetrahydropyran-2-yl}-3-hydroxybutyric acid ethyl ester

There total 3 articles about 4-{6-[4-benzyloxy-2-(tert-butyldiphenylsilanyloxy)-butyl]-tetrahydropyran-2-yl}-3-hydroxybutyric 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: 91.0%

: 500208-47-9
4-{6-[4-benzyloxy-2-(tert-butyldiphenylsilanyloxy)-butyl]-tetrahydropyran-2-yl}-3-oxobutyric acid ethyl ester

: 500208-42-4
4-{6-[4-benzyloxy-2-(tert-butyldiphenylsilanyloxy)-butyl]-tetrahydropyran-2-yl}-3-hydroxybutyric acid ethyl ester

Guidance literature:: With hydrogen; RuCl₂[(R)-BINAP]; In ethanol; at 20 ℃; for 96h; under 58505.9 Torr;
DOI:10.1021/ol0272390

Reference yield:

: 500208-43-5
6-[4-benzyloxy-2-(tert-butyldiphenylsilanyloxy)-butyl]-tetrahydropyran-2-one

: 500208-42-4
4-{6-[4-benzyloxy-2-(tert-butyldiphenylsilanyloxy)-butyl]-tetrahydropyran-2-yl}-3-hydroxybutyric acid ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisopropylamine; n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

1.2: tetrahydrofuran; hexane / 1 h / -78 °C

2.1: 278 g / triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 4 h / -30 °C

3.1: 91 percent / hydrogen / Ru-R-(BINAP)Cl₂ / ethanol / 96 h / 20 °C / 58505.9 Torr

With triethylsilane; n-butyllithium; hydrogen; diisopropylamine; trifluoroacetic acid; RuCl₂[(R)-BINAP]; In tetrahydrofuran; ethanol; hexane; dichloromethane; 3.1: Noyori asymmetric hydrogenation;
DOI:10.1021/ol0272390

Reference yield:

: 4-{6-[4-benzyloxy-2-(tert-butyldiphenylsilanyloxy)-butyl]-2-hydroxytetrahydropyran-2-yl}-3-oxobutyric acid ethyl ester

: 500208-42-4
4-{6-[4-benzyloxy-2-(tert-butyldiphenylsilanyloxy)-butyl]-tetrahydropyran-2-yl}-3-hydroxybutyric acid ethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 278 g / triethylsilane; trifluoroacetic acid / CH₂Cl₂ / 4 h / -30 °C

2: 91 percent / hydrogen / Ru-R-(BINAP)Cl₂ / ethanol / 96 h / 20 °C / 58505.9 Torr

With triethylsilane; hydrogen; trifluoroacetic acid; RuCl₂[(R)-BINAP]; In ethanol; dichloromethane; 2: Noyori asymmetric hydrogenation;
DOI:10.1021/ol0272390