1,2-dideoxy-1β-phenyl-3,5-di-O-(tert-butyldimethylsilyl)-D-ribofuranose

Base Information

Chemical Name:1,2-dideoxy-1β-phenyl-3,5-di-O-(tert-butyldimethylsilyl)-D-ribofuranose
CAS No.:220511-65-9
Molecular Formula:C₂₃H₄₂O₃Si₂
Molecular Weight:422.756
Hs Code.:

Synonyms:1,2-dideoxy-1β-phenyl-3,5-di-O-(tert-butyldimethylsilyl)-D-ribofuranose

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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 1,2-dideoxy-1β-phenyl-3,5-di-O-(tert-butyldimethylsilyl)-D-ribofuranose

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Technology Process of 1,2-dideoxy-1β-phenyl-3,5-di-O-(tert-butyldimethylsilyl)-D-ribofuranose

There total 5 articles about 1,2-dideoxy-1β-phenyl-3,5-di-O-(tert-butyldimethylsilyl)-D-ribofuranose 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: 70.0%

: 912818-30-5
{{(2R,3S,5R)-5-(4-bromophenyl)-2-{[(tert-butyldimethylsilyl)oxy]methyl}tetrahydrofuran-3-yl}oxy}(tert-butyl)dimethylsilane

: 220511-65-9
1,2-dideoxy-1β-phenyl-3,5-di-O-(tert-butyldimethylsilyl)-D-ribofuranose

Guidance literature:: With 10% Pd/C; hydrogen; triethylamine; In tetrahydrofuran; ethanol; water; at 20 ℃; for 7h; under 750.075 Torr;
DOI:10.1055/s-2008-1067038

Reference yield:

: (4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenyl-tetrahydro-furan-2-ol

: 220511-65-9
1,2-dideoxy-1β-phenyl-3,5-di-O-(tert-butyldimethylsilyl)-D-ribofuranose

Guidance literature:: With triethylsilane; boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 6h; Yield given;
DOI:10.1016/S0960-894X(98)00632-5

Reference yield:

: 452-51-7,13046-70-3,29780-54-9,36792-87-7,36792-88-8,113890-35-0,113890-38-3
D-2-deoxyribose

: 220511-65-9
1,2-dideoxy-1β-phenyl-3,5-di-O-(tert-butyldimethylsilyl)-D-ribofuranose

Guidance literature:: Multi-step reaction with 4 steps

1: aq. Br₂

2: imidazole

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

4: Et₃SiH, BF₃*OEt₂ / CH₂Cl₂ / 6 h / -78 °C

With 1H-imidazole; triethylsilane; boron trifluoride diethyl etherate; bromine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/S0960-894X(98)00632-5