(3S,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-3-phenylselanyl-dihydro-furan-2-one

Base Information

Chemical Name:(3S,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-3-phenylselanyl-dihydro-furan-2-one
CAS No.:193814-41-4
Molecular Formula:C₂₈H₃₂O₃SeSi
Molecular Weight:523.606
Hs Code.:

Synonyms:(3S,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-3-phenylselanyl-dihydro-furan-2-one

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Chemical Property of (3S,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-3-phenylselanyl-dihydro-furan-2-one

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Technology Process of (3S,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-3-phenylselanyl-dihydro-furan-2-one

There total 4 articles about (3S,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-3-phenylselanyl-dihydro-furan-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: 93.0%

: 34837-55-3
Phenylselenyl bromide

: 103233-14-3
(4S,5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-4-methyldihydrofuran-2(3H)-one

: 193814-41-4
(3S,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-3-phenylselanyl-dihydro-furan-2-one

Guidance literature:: With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 - -40 ℃; for 3h;
DOI:10.1016/S0040-4020(97)00624-8

Reference yield:

: (E)-3-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-but-2-enoic acid ethyl ester

: 193814-41-4
(3S,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-3-phenylselanyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / H₂ / Pd-C / ethyl acetate / 2 h / Ambient temperature

2: 95 percent / CF₃COOH / tetrahydrofuran; H₂O / 3 h / Ambient temperature

3: 15 percent / Et₃N, DMAP / CH₂Cl₂ / 5 h / Ambient temperature

4: 93 percent / lithium hexamethyldisilazide / tetrahydrofuran / 3 h / -78 - -40 °C

With dmap; hydrogen; triethylamine; trifluoroacetic acid; lithium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; water; ethyl acetate;
DOI:10.1016/S0040-4020(97)00624-8

Reference yield:

: 193814-39-0
4RS,5S-5-Hydroxymethyl-4-methyl-4,5-dihydro-2(3H)-furanon

: 193814-41-4
(3S,4R,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-methyl-3-phenylselanyl-dihydro-furan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 15 percent / Et₃N, DMAP / CH₂Cl₂ / 5 h / Ambient temperature

2: 93 percent / lithium hexamethyldisilazide / tetrahydrofuran / 3 h / -78 - -40 °C

With dmap; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4020(97)00624-8