(R)-2-Benzyloxy-2-{(2S,4S,5R)-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol

Base Information

Chemical Name:(R)-2-Benzyloxy-2-{(2S,4S,5R)-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol
CAS No.:183661-41-8
Molecular Formula:C₂₂H₃₈O₄Si
Molecular Weight:394.627
Hs Code.:

Synonyms:(R)-2-Benzyloxy-2-{(2S,4S,5R)-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol

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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 (R)-2-Benzyloxy-2-{(2S,4S,5R)-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol

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Technology Process of (R)-2-Benzyloxy-2-{(2S,4S,5R)-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol

There total 6 articles about (R)-2-Benzyloxy-2-{(2S,4S,5R)-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol 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: 81.0%

: 183661-40-7
(2-{(2R,3S,5S)-5-[(R)-1-Benzyloxy-2-(4-methoxy-benzyloxy)-ethyl]-3-methyl-tetrahydro-furan-2-yl}-ethoxy)-tert-butyl-dimethyl-silane

: 183661-41-8
(R)-2-Benzyloxy-2-{(2S,4S,5R)-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol

Guidance literature:: With phosphate buffer; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 3h; Ambient temperature;
DOI:10.1248/cpb.44.1819

Reference yield:

: 100-39-0
benzyl bromide

: 183661-41-8
(R)-2-Benzyloxy-2-{(2S,4S,5R)-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) NaH / 1.) THF, DMSO, RT, 1 h, 2.) THF, DMSO, RT, 2 h

2: 81 percent / phosphate buffer (pH 7), DDQ / CH₂Cl₂ / 3 h / Ambient temperature

With phosphate buffer; sodium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1248/cpb.44.1819

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 183661-41-8
(R)-2-Benzyloxy-2-{(2S,4S,5R)-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-methyl-tetrahydro-furan-2-yl}-ethanol

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / imidazole / CH₂Cl₂ / 3 h / 0 °C

2: 1.) DIBAL, 2.) MeOH / 1.) CH₂Cl₂, hexane, -78 deg C, 4 h, 2.) CH₂Cl₂, hexane, RT, 30 min

3: 1.) NaH / 1.) THF, DMSO, RT, 1 h, 2.) THF, DMSO, RT, 2 h

4: 81 percent / phosphate buffer (pH 7), DDQ / CH₂Cl₂ / 3 h / Ambient temperature

With 1H-imidazole; methanol; phosphate buffer; sodium hydride; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1248/cpb.44.1819