2-[(2R,3R,3aS,8bR)-3-Allyl-2-(tert-butyl-diphenyl-silanyloxy)-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-7-yl]-ethanol

Base Information

Chemical Name:2-[(2R,3R,3aS,8bR)-3-Allyl-2-(tert-butyl-diphenyl-silanyloxy)-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-7-yl]-ethanol
CAS No.:131926-26-6
Molecular Formula:C₃₂H₃₈O₃Si
Molecular Weight:498.737
Hs Code.:

Synonyms:2-[(2R,3R,3aS,8bR)-3-Allyl-2-(tert-butyl-diphenyl-silanyloxy)-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-7-yl]-ethanol

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Chemical Property of 2-[(2R,3R,3aS,8bR)-3-Allyl-2-(tert-butyl-diphenyl-silanyloxy)-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-7-yl]-ethanol

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Technology Process of 2-[(2R,3R,3aS,8bR)-3-Allyl-2-(tert-butyl-diphenyl-silanyloxy)-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-7-yl]-ethanol

There total 15 articles about 2-[(2R,3R,3aS,8bR)-3-Allyl-2-(tert-butyl-diphenyl-silanyloxy)-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-7-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: 85.0%

: 131926-25-5
{(2R,3R,3aS,8bR)-3-Allyl-7-[2-(2-methoxy-ethoxymethoxy)-ethyl]-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-2-yloxy}-tert-butyl-diphenyl-silane

: 131926-26-6
2-[(2R,3R,3aS,8bR)-3-Allyl-2-(tert-butyl-diphenyl-silanyloxy)-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-7-yl]-ethanol

Guidance literature:: With chloro-trimethyl-silane; sodium iodide; In acetonitrile; at -15 ℃; for 0.833333h;
DOI:10.3987/COM-90-5371

Reference yield:

: 14199-15-6
Methyl 4-hydroxyphenylacetate

: 131926-26-6
2-[(2R,3R,3aS,8bR)-3-Allyl-2-(tert-butyl-diphenyl-silanyloxy)-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-7-yl]-ethanol

Guidance literature:: Multi-step reaction with 9 steps

1: 66 percent / NBS / dimethylformamide

2: PPTS / CH₂Cl₂

3: LiAlH₄ / diethyl ether

4: i-Pr₂NEt / CH₂Cl₂

6: 72 percent / PPTS / methanol

7: 95 percent / propylene oxide / CH₂Cl₂ / 0 - 20 °C

8: 60 percent / benzene / 5 h / Irradiation

9: 85 percent / TMSCl, NaI / acetonitrile / 0.83 h / -15 °C

With N-Bromosuccinimide; lithium aluminium tetrahydride; chloro-trimethyl-silane; pyridinium p-toluenesulfonate; N-ethyl-N,N-diisopropylamine; methyloxirane; sodium iodide; In methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.3987/COM-90-5371

Reference yield:

: 34918-57-5
methyl 3-bromo-4-hydroxyphenylacetate

: 131926-26-6
2-[(2R,3R,3aS,8bR)-3-Allyl-2-(tert-butyl-diphenyl-silanyloxy)-2,3,3a,8b-tetrahydro-1H-benzo[b]cyclopenta[d]furan-7-yl]-ethanol

Guidance literature:: Multi-step reaction with 8 steps

1: PPTS / CH₂Cl₂

2: LiAlH₄ / diethyl ether

3: i-Pr₂NEt / CH₂Cl₂

5: 72 percent / PPTS / methanol

6: 95 percent / propylene oxide / CH₂Cl₂ / 0 - 20 °C

7: 60 percent / benzene / 5 h / Irradiation

8: 85 percent / TMSCl, NaI / acetonitrile / 0.83 h / -15 °C

With lithium aluminium tetrahydride; chloro-trimethyl-silane; pyridinium p-toluenesulfonate; N-ethyl-N,N-diisopropylamine; methyloxirane; sodium iodide; In methanol; diethyl ether; dichloromethane; acetonitrile; benzene;
DOI:10.3987/COM-90-5371