methyl 5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylsulfinyl-(E,5S,6S)-2-heptenoate

Base Information

Chemical Name:methyl 5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylsulfinyl-(E,5S,6S)-2-heptenoate
CAS No.:556834-69-6
Molecular Formula:C₃₁H₃₈O₄SSi
Molecular Weight:534.792
Hs Code.:

Synonyms:methyl 5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylsulfinyl-(E,5S,6S)-2-heptenoate

Suppliers and Price of methyl 5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylsulfinyl-(E,5S,6S)-2-heptenoate

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 methyl 5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylsulfinyl-(E,5S,6S)-2-heptenoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl 5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylsulfinyl-(E,5S,6S)-2-heptenoate

There total 9 articles about methyl 5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylsulfinyl-(E,5S,6S)-2-heptenoate 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:

: 121783-49-1
(S)-(+)-2-methyl-3-(phenylthio)propan-1-ol

: 556834-69-6
methyl 5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylsulfinyl-(E,5S,6S)-2-heptenoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: oxalyl chloride; DMSO; diisopropylethylamine / CH₂Cl₂ / -78 - -10 °C

2.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

2.2: 1.68 g / tetrahydrofuran / 1 h / -78 °C

3.1: 95 percent / NaIO₄ / methanol; H₂O / 0 - 20 °C

4.1: 80 percent / N-bromosuccinimide; water / toluene / 3 h / 20 °C

5.1: 82 percent / tributyltin hydride; N,N'-azobis(isobutyronitrile) / benzene / 3 h / 80 °C

6.1: 70 percent / imidazole / CH₂Cl₂ / 24 h / 20 °C

7.1: DIBAL / CH₂Cl₂; toluene / 0.5 h / -78 °C

8.1: 0.70 g / benzene / 0.5 h / 20 °C

With 1H-imidazole; sodium periodate; N-Bromosuccinimide; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; toluene; benzene; 1.1: Swern oxidation / 2.2: Wittig olefination;
DOI:10.1021/jo026802p

Reference yield:

: (S)-2-methyl-3-(phenylsulfanyl)propanal

: 556834-69-6
methyl 5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylsulfinyl-(E,5S,6S)-2-heptenoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

1.2: 1.68 g / tetrahydrofuran / 1 h / -78 °C

2.1: 95 percent / NaIO₄ / methanol; H₂O / 0 - 20 °C

3.1: 80 percent / N-bromosuccinimide; water / toluene / 3 h / 20 °C

4.1: 82 percent / tributyltin hydride; N,N'-azobis(isobutyronitrile) / benzene / 3 h / 80 °C

5.1: 70 percent / imidazole / CH₂Cl₂ / 24 h / 20 °C

6.1: DIBAL / CH₂Cl₂; toluene / 0.5 h / -78 °C

7.1: 0.70 g / benzene / 0.5 h / 20 °C

With 1H-imidazole; sodium periodate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; methanol; dichloromethane; water; toluene; benzene; 1.2: Wittig olefination;
DOI:10.1021/jo026802p

Reference yield:

: 556834-58-3
methyl 4-methyl-5-phenylsulfanyl-(Z,4S)-2-pentenoate

: 556834-69-6
methyl 5-(tert-butyldiphenylsilyloxy)-6-methyl-7-phenylsulfinyl-(E,5S,6S)-2-heptenoate

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / NaIO₄ / methanol; H₂O / 0 - 20 °C

2: 80 percent / N-bromosuccinimide; water / toluene / 3 h / 20 °C

3: 82 percent / tributyltin hydride; N,N'-azobis(isobutyronitrile) / benzene / 3 h / 80 °C

4: 70 percent / imidazole / CH₂Cl₂ / 24 h / 20 °C

5: DIBAL / CH₂Cl₂; toluene / 0.5 h / -78 °C

6: 0.70 g / benzene / 0.5 h / 20 °C

With 1H-imidazole; sodium periodate; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; diisobutylaluminium hydride; In methanol; dichloromethane; water; toluene; benzene;
DOI:10.1021/jo026802p