(3S,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

Base Information

Chemical Name:(3S,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one
CAS No.:147200-08-6
Molecular Formula:C₂₂H₂₈O₃Si
Molecular Weight:368.548
Hs Code.:

Synonyms:(3S,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

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Technology Process of (3S,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

There total 15 articles about (3S,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-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: 97.0%

: 147200-10-0
(3S,5R)-dihydro-5-hydroxymethyl-3-methyl-2(3H)-furanone

: 58479-61-1
tert-butylchlorodiphenylsilane

: 147200-08-6
(3S,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃;
DOI:10.1021/ol060437x

Reference yield:

: 5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methyl-dihydro-furan-2-one

: 128440-18-6
(3R,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

: 147200-08-6
(3S,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

Guidance literature:: 5-(tert-butyl-diphenyl-silanyloxymethyl)-3-methyl-dihydro-furan-2-one; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; Inert atmosphere;

With 2,6-di-tert-butylphenol; In tetrahydrofuran; hexane; Overall yield = 94 %; Overall yield = 6.01 g; Inert atmosphere;
DOI:10.1016/j.bmcl.2017.01.036

Reference yield:

: 128075-94-5
(R)-5-{[(tert-butyldiphenylsilyl)oxy]methyl}dihydrofuran-2(3H)-one

: 74-88-4
methyl iodide

: 147200-08-6
(3S,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

Guidance literature:: With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -78 deg C, 45 min, 2.) THF, 15 min;
DOI:10.1016/S0957-4166(00)86022-X