[(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-oxo-cyclohexylidene]acetic acid methyl ester

Base Information

Chemical Name:[(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-oxo-cyclohexylidene]acetic acid methyl ester
CAS No.:376353-73-0
Molecular Formula:C₂₁H₄₀O₅Si₂
Molecular Weight:428.717
Hs Code.:

Synonyms:[(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-oxo-cyclohexylidene]acetic acid methyl ester

Suppliers and Price of [(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-oxo-cyclohexylidene]acetic acid methyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of [(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-oxo-cyclohexylidene]acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of [(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-oxo-cyclohexylidene]acetic acid methyl ester

There total 2 articles about [(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-oxo-cyclohexylidene]acetic acid methyl ester 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: 64.0%

: 2916-76-9
methyl (trimethylsilyl)acetate

: 376353-72-9
(3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-1,4-cyclohexanedione

: 376353-73-0
[(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-oxo-cyclohexylidene]acetic acid methyl ester

Guidance literature:: methyl (trimethylsilyl)acetate; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Peterson olefination;

(3R,5R)-3,5-bis[(tert-butyldimethylsilyl)oxy]-1,4-cyclohexanedione; In tetrahydrofuran; hexane; at -78 ℃; for 0.2h; Further stages.;
DOI:10.1021/jm020007m

Reference yield:

: 141404-08-2
(3R,5R)-3,5-bis[tert-butyl(dimethyl)silyloxy]-4-hydroxycyclohexanone

: 376353-73-0
[(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-oxo-cyclohexylidene]acetic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 65 percent / aq. NaIO₄ / RuCl₃ / CCl₄; acetonitrile / 22 h / 20 °C

2.1: LDA / tetrahydrofuran; hexane / 0.25 h / -78 °C / Peterson olefination

2.2: 64 percent / tetrahydrofuran; hexane / 0.2 h / -78 °C

With sodium periodate; lithium diisopropyl amide; ruthenium trichloride; In tetrahydrofuran; tetrachloromethane; hexane; acetonitrile;
DOI:10.1021/jm020007m

Reference yield:

: 376353-73-0
[(3'R,5'R)-3',5'-bis[(tert-butyldimethylsilyl)oxy]-4'-oxo-cyclohexylidene]acetic acid methyl ester

: (20R)-1α,25-dihydroxy-2β-ethyl-19-norvitamin D₃

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / 0 - 20 °C

1.2: hexane; tetrahydrofuran / 3.67 h / -78 °C

2.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / 0 - 20 °C

2.2: hexane; tetrahydrofuran / 3.67 h / -78 °C

2.3: DIBALH / toluene; CH₂Cl₂ / 1 h / -78 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.08 h / 0 °C

4.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / 0 °C

5.1: 60 percent / H₂O₂ / CH₂Cl₂; H₂O / 1 h / 0 °C

6.1: phenyllithium / tetrahydrofuran; cyclohexane; diethyl ether / 0.33 h / -78 °C

6.2: 9 percent / tetrahydrofuran; cyclohexane; diethyl ether / 22 h / -78 - 0 °C

7.1: 64 percent / tetrabutylammonium fluoride / tetrahydrofuran / 23 h / 20 °C

8.1: 11 percent / H₂ / tris(triphenylphosphine)rhodium(I) chloride / benzene / 9.5 h / 20 °C

With n-butyllithium; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; phenyllithium; Wilkinson's catalyst; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; cyclohexane; water; benzene; 1.2: Wittig reaction / 2.2: Wittig reaction / 6.2: Wittig-Horner coupling;
DOI:10.1021/jm020007m