(4R,6R)-6-((S)-4-((tert-butyldiphenylsilyl)oxy)-2-methyl-3-((triethylsilyl)oxy)butan-2-yl)-4-methyltetrahydro-2H-pyran-2-one

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Chemical Name:(4R,6R)-6-((S)-4-((tert-butyldiphenylsilyl)oxy)-2-methyl-3-((triethylsilyl)oxy)butan-2-yl)-4-methyltetrahydro-2H-pyran-2-one
CAS No.:1381848-71-0
Molecular Formula:C₃₃H₅₂O₄Si₂
Molecular Weight:568.944
Hs Code.:

Synonyms:(4R,6R)-6-((S)-4-((tert-butyldiphenylsilyl)oxy)-2-methyl-3-((triethylsilyl)oxy)butan-2-yl)-4-methyltetrahydro-2H-pyran-2-one

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Chemical Property of (4R,6R)-6-((S)-4-((tert-butyldiphenylsilyl)oxy)-2-methyl-3-((triethylsilyl)oxy)butan-2-yl)-4-methyltetrahydro-2H-pyran-2-one

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Technology Process of (4R,6R)-6-((S)-4-((tert-butyldiphenylsilyl)oxy)-2-methyl-3-((triethylsilyl)oxy)butan-2-yl)-4-methyltetrahydro-2H-pyran-2-one

There total 18 articles about (4R,6R)-6-((S)-4-((tert-butyldiphenylsilyl)oxy)-2-methyl-3-((triethylsilyl)oxy)butan-2-yl)-4-methyltetrahydro-2H-pyran-2-one 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: 100.0%

: 994-30-9
triethylsilyl chloride

: 1381848-69-6
C₂₇H₃₈O₄Si

: 1381848-71-0
(4R,6R)-6-((S)-4-((tert-butyldiphenylsilyl)oxy)-2-methyl-3-((triethylsilyl)oxy)butan-2-yl)-4-methyltetrahydro-2H-pyran-2-one

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 3.5h;
DOI:10.1021/ol301278e

Reference yield: 98.0%

: (R)-6-( (S)-4-((tert-butyldiphenylsilyl)oxy)-2-methyl-3-((triethylsilyl)oxy)butan-2-yl)-4-methyl-5,6-dihydro-2H-pyran-2-one

: 1381848-71-0
(4R,6R)-6-((S)-4-((tert-butyldiphenylsilyl)oxy)-2-methyl-3-((triethylsilyl)oxy)butan-2-yl)-4-methyltetrahydro-2H-pyran-2-one

Guidance literature:: (R)-6-( (S)-4-((tert-butyldiphenylsilyl)oxy)-2-methyl-3-((triethylsilyl)oxy)butan-2-yl)-4-methyl-5,6-dihydro-2H-pyran-2-one; With palladium 10% on activated carbon; hydrogen; In toluene; at 20 ℃; for 11h;

With Pd/C (30%); hydrogen; In toluene; at 20 ℃; for 15.1667h; stereoselective reaction;
DOI:10.1021/acs.joc.7b02293

Reference yield:

: 1381848-65-2
C₁₇H₃₆O₂Si

: 1381848-71-0
(4R,6R)-6-((S)-4-((tert-butyldiphenylsilyl)oxy)-2-methyl-3-((triethylsilyl)oxy)butan-2-yl)-4-methyltetrahydro-2H-pyran-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: osmium(VIII) oxide; potassium hexacyanoferrate(III); (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); potassium carbonate / water / 15 h / 0 °C

2.1: 1H-imidazole / tetrahydrofuran / 4 h / 0 - 20 °C

3.1: camphor-10-sulfonic acid / methanol / 0.67 h / 0 °C

4.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene / dichloromethane / 7.5 h / 20 °C

4.2: 2.5 h

5.1: 1H-imidazole / dichloromethane / 3.5 h / 20 °C

With 1H-imidazole; osmium(VIII) oxide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; (8a,9R,8′′′a,9′′′R)-9,9′-[(2,5-diphenylpyrimidine-4,6-diyl)bis(oxy)]bis(6′-methoxy-10,11-dihydrocinchonan); [bis(acetoxy)iodo]benzene; potassium hexacyanoferrate(III); camphor-10-sulfonic acid; potassium carbonate; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/ol301278e