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

Base Information

• Chemical Name: (2S,3R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentanone
• CAS No.: 119594-20-6
• Molecular Formula: C₃₀H₄₂O₄Si
• Molecular Weight: 494.747

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

Chemical Property of (2S,3R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentanone

Chemical Property:

Purity/Quality:

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Technology Process of (2S,3R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentanone

There total 2 articles about (2S,3R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentanone 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:

2-[(1R,2R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-methylene-cyclopentyl]-ethanol (119594-10-4) → (2S,3R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentanone (119594-20-6)

Guidance literature:

Multi-step reaction with 2 steps

1: O₃

2: PPTS / CH₂Cl₂ / Ambient temperature

With pyridinium p-toluenesulfonate; ozone; In dichloromethane;

DOI:10.1021/ja00189a069

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) + (2S,3R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3-(2-hydroxy-ethyl)-2-methyl-cyclopentanone (119594-19-3) → (2S,3R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentanone (119594-20-6)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; Ambient temperature;

DOI:10.1021/ja00189a069

Reference yield:

(2S,3R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-3-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopentanone (119594-20-6) → (1S,4S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-5-methyl-4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enol (119717-10-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Saegusa oxidation

2: NaBH₄, CeCl₃ / methanol / -30 °C

With sodium tetrahydroborate; cerium(III) chloride; In methanol;

DOI:10.1021/ja00189a069

upstream raw materials:

3,4-dihydro-2H-pyran

(2S,3R)-2-(tert-Butyl-diphenyl-silanyloxymethyl)-3-(2-hydroxy-ethyl)-2-methyl-cyclopentanone

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

Downstream raw materials:

5-Benzyloxy-2-(tert-butyl-dimethyl-silanyl)-pentanoic acid (1R,4S,5S)-5-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-4-[2-(tetrahydro-pyran-2-yloxy)-ethyl]-cyclopent-2-enyl ester

C₄₈H₇₀O₆Si₂

C₄₈H₇₀O₆Si₂

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

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