(1R,4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methyl-4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enol

Base Information

Chemical Name:(1R,4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methyl-4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enol
CAS No.:119594-11-5
Molecular Formula:C₃₀H₄₂O₄Si
Molecular Weight:494.747
Hs Code.:

Synonyms:(1R,4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methyl-4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enol

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Chemical Property of (1R,4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methyl-4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enol

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Technology Process of (1R,4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methyl-4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enol

There total 5 articles about (1R,4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methyl-4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enol 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:

: 119618-98-3
(4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methyl-4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enone

: (2S,3R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentanol

: 119594-11-5
(1R,4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methyl-4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enol

: 119717-10-1
(1S,4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methyl-4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enol

Guidance literature:: With sodium tetrahydroborate; cerium(III) chloride; In methanol; at -30 ℃; Yield given;
DOI:10.1021/ja00189a069

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 119594-11-5
(1R,4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methyl-4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enol

Guidance literature:: Multi-step reaction with 3 steps

1: PPTS / CH₂Cl₂ / Ambient temperature

2: Saegusa oxidation

3: NaBH₄, CeCl₃ / methanol / -30 °C

With sodium tetrahydroborate; cerium(III) chloride; pyridinium p-toluenesulfonate; In methanol; dichloromethane;
DOI:10.1021/ja00189a069

Reference yield:

: 119594-10-4
2-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-methylene-cyclopentyl]-ethanol

: 119594-11-5
(1R,4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methyl-4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enol

Guidance literature:: Multi-step reaction with 4 steps

1: O₃

2: PPTS / CH₂Cl₂ / Ambient temperature

3: Saegusa oxidation

4: NaBH₄, CeCl₃ / methanol / -30 °C

With sodium tetrahydroborate; cerium(III) chloride; pyridinium p-toluenesulfonate; ozone; In methanol; dichloromethane;
DOI:10.1021/ja00189a069