2,3-dideoxy-3-C-methyl-5-O-tert-butyldiphenylsilyl-D-glycero-pent-2-eno-1,4-lactone

Base Information

Chemical Name:2,3-dideoxy-3-C-methyl-5-O-tert-butyldiphenylsilyl-D-glycero-pent-2-eno-1,4-lactone
CAS No.:106820-49-9
Molecular Formula:C₂₂H₂₆O₃Si
Molecular Weight:366.532
Hs Code.:

Synonyms:2,3-dideoxy-3-C-methyl-5-O-tert-butyldiphenylsilyl-D-glycero-pent-2-eno-1,4-lactone

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Chemical Property of 2,3-dideoxy-3-C-methyl-5-O-tert-butyldiphenylsilyl-D-glycero-pent-2-eno-1,4-lactone

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Technology Process of 2,3-dideoxy-3-C-methyl-5-O-tert-butyldiphenylsilyl-D-glycero-pent-2-eno-1,4-lactone

There total 15 articles about 2,3-dideoxy-3-C-methyl-5-O-tert-butyldiphenylsilyl-D-glycero-pent-2-eno-1,4-lactone 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: 94.0%

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

: 106820-49-9
2,3-dideoxy-3-C-methyl-5-O-tert-butyldiphenylsilyl-D-glycero-pent-2-eno-1,4-lactone

Guidance literature:: With dihydrogen peroxide; In dichloromethane; 0 deg C, 30 min, rt, 15 h;
DOI:10.1016/S0040-4020(97)00624-8

Reference yield: 92.0%

: 106820-48-8
(3aS,4S,6aR)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-3,3a,4,6a-tetrahydro-furo[3,4-c]pyrazol-6-one

: 106820-49-9
2,3-dideoxy-3-C-methyl-5-O-tert-butyldiphenylsilyl-D-glycero-pent-2-eno-1,4-lactone

Guidance literature:: With calcium carbonate; In toluene; for 3h; Heating;
DOI:10.1016/S0040-4020(01)87683-3 DOI:10.1021/jo00382a043

Reference yield:

: 32780-06-6
(5S)-5-(hydroxymethyl)-2-oxo-tetrahydrofuran

: 106820-49-9
2,3-dideoxy-3-C-methyl-5-O-tert-butyldiphenylsilyl-D-glycero-pent-2-eno-1,4-lactone

Guidance literature:: Multi-step reaction with 5 steps

1: 71.5 percent / triethylamine, 4,4-dimethylaminopyridine / CH₂Cl₂ / 3.5 h / Ambient temperature

2: 1.) lithium hexamethyldisilazide / 1.) THF, hexane, -78 deg C, 25 min; 2.) THF, hexane

3: 30percent H₂O₂ / 0 °C

4: 98 percent / diethyl ether / 15 h

5: 92 percent / CaCO₃ / toluene / 3 h / Heating

With dmap; dihydrogen peroxide; triethylamine; calcium carbonate; lithium hexamethyldisilazane; In diethyl ether; dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)87683-3