(4R,5R)-4-(tert-butyldiphenylsilanyloxy)-5-(2-hydroxyethyl)-dihydrofuran-2-one

Base Information

Chemical Name:(4R,5R)-4-(tert-butyldiphenylsilanyloxy)-5-(2-hydroxyethyl)-dihydrofuran-2-one
CAS No.:329010-27-7
Molecular Formula:C₂₂H₂₈O₄Si
Molecular Weight:384.547
Hs Code.:

Synonyms:(4R,5R)-4-(tert-butyldiphenylsilanyloxy)-5-(2-hydroxyethyl)-dihydrofuran-2-one

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Chemical Property of (4R,5R)-4-(tert-butyldiphenylsilanyloxy)-5-(2-hydroxyethyl)-dihydrofuran-2-one

Chemical Property:

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Technology Process of (4R,5R)-4-(tert-butyldiphenylsilanyloxy)-5-(2-hydroxyethyl)-dihydrofuran-2-one

There total 4 articles about (4R,5R)-4-(tert-butyldiphenylsilanyloxy)-5-(2-hydroxyethyl)-dihydrofuran-2-one 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: 98.0%

: 329010-26-6
(4R,5R)-5-(2-benzyloxyethyl)-4-(tert-butyldiphenylsilanyloxy)dihydrofuran-2-one

: 329010-27-7
(4R,5R)-4-(tert-butyldiphenylsilanyloxy)-5-(2-hydroxyethyl)-dihydrofuran-2-one

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethyl acetate; at 20 ℃; under 760.051 Torr;
DOI:10.1021/jo0057194

Reference yield:

: (E)-6-(benzyloxy)hex-3-enoic acid

: 329010-27-7
(4R,5R)-4-(tert-butyldiphenylsilanyloxy)-5-(2-hydroxyethyl)-dihydrofuran-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: Me₃SiCl / 2 h / 20 °C

2: 90 percent / AD-mix-β; MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 20 h / 0 °C

3: 95 percent / imidazole / CH₂Cl₂ / 0 - 20 °C

4: 98 percent / H₂ / Pd/C / ethyl acetate / 20 °C / 760.05 Torr

With 1H-imidazole; chloro-trimethyl-silane; methanesulfonamide; AD-mix-β; hydrogen; palladium on activated charcoal; In dichloromethane; water; ethyl acetate; tert-butyl alcohol;
DOI:10.1021/jo0057194

Reference yield:

: 274258-70-7
methyl (E)-6-(Benzyloxy)hex-3-enoate

: 329010-27-7
(4R,5R)-4-(tert-butyldiphenylsilanyloxy)-5-(2-hydroxyethyl)-dihydrofuran-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / AD-mix-β; MeSO2NH2 / 2-methyl-propan-2-ol; H2O / 20 h / 0 °C

2: 95 percent / imidazole / CH₂Cl₂ / 0 - 20 °C

3: 98 percent / H₂ / Pd/C / ethyl acetate / 20 °C / 760.05 Torr

With 1H-imidazole; methanesulfonamide; AD-mix-β; hydrogen; palladium on activated charcoal; In dichloromethane; water; ethyl acetate; tert-butyl alcohol;
DOI:10.1021/jo0057194