{2-[(2R,3S,5S)-5-((R)-1-Benzyloxy-allyl)-3-methyl-tetrahydro-furan-2-yl]-ethoxy}-tert-butyl-dimethyl-silane

Base Information

Chemical Name:{2-[(2R,3S,5S)-5-((R)-1-Benzyloxy-allyl)-3-methyl-tetrahydro-furan-2-yl]-ethoxy}-tert-butyl-dimethyl-silane
CAS No.:183661-42-9
Molecular Formula:C₂₃H₃₈O₃Si
Molecular Weight:390.638
Hs Code.:

Synonyms:{2-[(2R,3S,5S)-5-((R)-1-Benzyloxy-allyl)-3-methyl-tetrahydro-furan-2-yl]-ethoxy}-tert-butyl-dimethyl-silane

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Chemical Property of {2-[(2R,3S,5S)-5-((R)-1-Benzyloxy-allyl)-3-methyl-tetrahydro-furan-2-yl]-ethoxy}-tert-butyl-dimethyl-silane

Chemical Property:

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Technology Process of {2-[(2R,3S,5S)-5-((R)-1-Benzyloxy-allyl)-3-methyl-tetrahydro-furan-2-yl]-ethoxy}-tert-butyl-dimethyl-silane

There total 7 articles about {2-[(2R,3S,5S)-5-((R)-1-Benzyloxy-allyl)-3-methyl-tetrahydro-furan-2-yl]-ethoxy}-tert-butyl-dimethyl-silane 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:

: 100-39-0
benzyl bromide

: 183661-42-9
{2-[(2R,3S,5S)-5-((R)-1-Benzyloxy-allyl)-3-methyl-tetrahydro-furan-2-yl]-ethoxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 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

3: DMSO, oxalyl chloride / CH₂Cl₂ / 0.75 h / -78 °C

4: tetrahydrofuran / 3 h / -78 - 20 °C

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

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 183661-42-9
{2-[(2R,3S,5S)-5-((R)-1-Benzyloxy-allyl)-3-methyl-tetrahydro-furan-2-yl]-ethoxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 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

5: DMSO, oxalyl chloride / CH₂Cl₂ / 0.75 h / -78 °C

6: tetrahydrofuran / 3 h / -78 - 20 °C

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

Reference yield:

: 183661-37-2
2-{(2R,3S,5S)-5-[(R)-2-(4-Methoxy-phenyl)-[1,3]dioxolan-4-yl]-3-methyl-tetrahydro-furan-2-yl}-ethanol

: 183661-42-9
{2-[(2R,3S,5S)-5-((R)-1-Benzyloxy-allyl)-3-methyl-tetrahydro-furan-2-yl]-ethoxy}-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 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

5: DMSO, oxalyl chloride / CH₂Cl₂ / 0.75 h / -78 °C

6: tetrahydrofuran / 3 h / -78 - 20 °C

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