(S)-3-[(1R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-butyraldehyde

Base Information

Chemical Name:(S)-3-[(1R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-butyraldehyde
CAS No.:463314-20-7
Molecular Formula:C₂₉H₄₂O₂Si
Molecular Weight:450.737
Hs Code.:

Synonyms:(S)-3-[(1R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-butyraldehyde

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Chemical Property of (S)-3-[(1R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-butyraldehyde

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Technology Process of (S)-3-[(1R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-butyraldehyde

There total 3 articles about (S)-3-[(1R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-butyraldehyde 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: 76.0%

: 463314-19-4
tert-butyl-diphenyl-[2,2,3-trimethyl-3-(1-methyl-allyl)-cyclopentyl-methoxy]-silane

: 463314-20-7
(S)-3-[(1R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-butyraldehyde

Guidance literature:: tert-butyl-diphenyl-[2,2,3-trimethyl-3-(1-methyl-allyl)-cyclopentyl-methoxy]-silane; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 50 ℃; for 3.5h;

With dihydrogen peroxide; In tetrahydrofuran; at 50 ℃; for 1h;

With sulfur trioxide pyridine complex; In dichloromethane; dimethyl sulfoxide; at -20 - 15 ℃; for 1.5h;
DOI:10.1016/S0960-894X(02)00222-6

Reference yield:

: 463314-17-2
3-[3-(tert-butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-prop-2-en-1-ol

: 463314-20-7
(S)-3-[(1R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-butyraldehyde

Guidance literature:: Multi-step reaction with 2 steps

1.1: 79 percent / CuBrMe₂S; ZnCl₂ / tetrahydrofuran / 5.5 h / -78 - 20 °C

2.1: 9-BBN / tetrahydrofuran / 3.5 h / 50 °C

2.2: 30 percent aq. H₂O₂ / tetrahydrofuran / 1 h / 50 °C

2.3: 76 percent / Py*SO₃ / dimethylsulfoxide; CH₂Cl₂ / 1.5 h / -20 - 15 °C

With 9-borabicyclo[3.3.1]nonane dimer; copper(I) bromide dimethylsulfide complex; zinc(II) chloride; In tetrahydrofuran;
DOI:10.1016/S0960-894X(02)00222-6

Reference yield:

: 462628-23-5
3-[3-(tert-butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-acrylic acid methyl ester

: 463314-20-7
(S)-3-[(1R,3R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-1,2,2-trimethyl-cyclopentyl]-butyraldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / DIBALH / CH₂Cl₂ / 2.5 h / -78 - 50 °C

2.1: 79 percent / CuBrMe₂S; ZnCl₂ / tetrahydrofuran / 5.5 h / -78 - 20 °C

3.1: 9-BBN / tetrahydrofuran / 3.5 h / 50 °C

3.2: 30 percent aq. H₂O₂ / tetrahydrofuran / 1 h / 50 °C

3.3: 76 percent / Py*SO₃ / dimethylsulfoxide; CH₂Cl₂ / 1.5 h / -20 - 15 °C

With 9-borabicyclo[3.3.1]nonane dimer; copper(I) bromide dimethylsulfide complex; diisobutylaluminium hydride; zinc(II) chloride; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0960-894X(02)00222-6