(5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyl-5,6-dihydro-2H-pyran-2-one

Base Information

• Chemical Name: (5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyl-5,6-dihydro-2H-pyran-2-one
• CAS No.: 235099-38-4
• Molecular Formula: C₂₅H₃₂O₃Si
• Molecular Weight: 408.613
• Mol file: 235099-38-4.mol

Synonyms:(5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyl-5,6-dihydro-2H-pyran-2-one

Chemical Property of (5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyl-5,6-dihydro-2H-pyran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyl-5,6-dihydro-2H-pyran-2-one

There total 16 articles about (5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyl-5,6-dihydro-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: 96.0%

(1S,2S)-1-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-2-methylbut-3-enyl prop-2-enoate (468738-71-8) → (5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyl-5,6-dihydro-2H-pyran-2-one (235099-38-4)

Guidance literature:

With titanium(IV) isopropylate; Grubbs catalyst first generation; In dichloromethane; Heating;

DOI:10.1016/S0040-4020(02)00555-0

Reference yield: 68.0%

(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal (92817-88-4) + ((1E,3E)-1-Ethoxy-penta-1,3-dienyloxy)-trimethyl-silane → (5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyl-5,6-dihydro-2H-pyran-2-one (235099-38-4)

Guidance literature:

CuF*(R)-tolBinap; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1055/s-2004-817744

Reference yield: 65.0%

(Z)-(4S,5S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-hydroxy-4,6-dimethyl-hept-2-enoic acid (235099-37-3) → (5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyl-5,6-dihydro-2H-pyran-2-one (235099-38-4)

Guidance literature:

In benzene; for 4h; Heating;

DOI:10.1021/jo9823083

upstream raw materials:

(1S,2S)-1-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-2-methylbut-3-enyl prop-2-enoate

(Z)-(4S,5S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-5-hydroxy-4,6-dimethyl-hept-2-enoic acid

(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

tert-butylchlorodiphenylsilane

Downstream raw materials:

(Z)-(4S,5S,6S)-7-(tert-Butyl-diphenyl-silanyloxy)-4,6-dimethyl-hept-2-ene-1,5-diol

(5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-3,3,5-trimethyltetrahydro-2H-pyran-2-one

(5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyltetrahydro-2H-pyran-2-one

(Z)-(2R,3S,4S,5S,7S,10S,11S,12S)-3,5-Bis-(tert-butyl-dimethyl-silanyloxy)-7,13-bis-(tert-butyl-diphenyl-silanyloxy)-11-methoxymethoxy-2,4,10,12-tetramethyl-tridec-8-enoic acid methyl ester