methyl (3S,8R,9S,14R,15S)-8,14-dibenzyloxy-15-tert-butyldimethylsiloxy-3,9-dimethyl-5,11-dioxo-4,10-dioxadeca (6E,12E)-dienoate

Base Information

Chemical Name:methyl (3S,8R,9S,14R,15S)-8,14-dibenzyloxy-15-tert-butyldimethylsiloxy-3,9-dimethyl-5,11-dioxo-4,10-dioxadeca (6E,12E)-dienoate
CAS No.:473555-56-5
Molecular Formula:C₃₇H₅₂O₉Si
Molecular Weight:668.9
Hs Code.:

Synonyms:methyl (3S,8R,9S,14R,15S)-8,14-dibenzyloxy-15-tert-butyldimethylsiloxy-3,9-dimethyl-5,11-dioxo-4,10-dioxadeca (6E,12E)-dienoate

Suppliers and Price of methyl (3S,8R,9S,14R,15S)-8,14-dibenzyloxy-15-tert-butyldimethylsiloxy-3,9-dimethyl-5,11-dioxo-4,10-dioxadeca (6E,12E)-dienoate

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 (3S,8R,9S,14R,15S)-8,14-dibenzyloxy-15-tert-butyldimethylsiloxy-3,9-dimethyl-5,11-dioxo-4,10-dioxadeca (6E,12E)-dienoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of methyl (3S,8R,9S,14R,15S)-8,14-dibenzyloxy-15-tert-butyldimethylsiloxy-3,9-dimethyl-5,11-dioxo-4,10-dioxadeca (6E,12E)-dienoate

There total 4 articles about methyl (3S,8R,9S,14R,15S)-8,14-dibenzyloxy-15-tert-butyldimethylsiloxy-3,9-dimethyl-5,11-dioxo-4,10-dioxadeca (6E,12E)-dienoate 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: 69.0%

: 294198-49-5
(4R,5S)-4-benzyloxy-5-tert-butyldimethylsilyloxy-2(E)-hexenoic acid

: 459809-73-5
(E)-(4R,5S)-4-Benzyloxy-5-hydroxy-hex-2-enoic acid (S)-2-methoxycarbonyl-1-methyl-ethyl ester

: 473555-56-5
methyl (3S,8R,9S,14R,15S)-8,14-dibenzyloxy-15-tert-butyldimethylsiloxy-3,9-dimethyl-5,11-dioxo-4,10-dioxadeca (6E,12E)-dienoate

Guidance literature:: With dmap; (1S)-10-camphorsulfonic acid; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 48h;
DOI:10.1248/cpb.50.303

Reference yield:

: 53562-86-0
(S)-3-hydroxybutyric acid methyl ester

: 473555-56-5
methyl (3S,8R,9S,14R,15S)-8,14-dibenzyloxy-15-tert-butyldimethylsiloxy-3,9-dimethyl-5,11-dioxo-4,10-dioxadeca (6E,12E)-dienoate

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / DCC; DMAP; (+)-CSA / CH₂Cl₂ / 48 h / 20 °C

2: 86 percent / aq. AcOH / tetrahydrofuran / 12 h / 80 °C

3: 69 percent / DCC; DMAP; (+)-CSA / CH₂Cl₂ / 48 h / 20 °C

With dmap; (1S)-10-camphorsulfonic acid; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; 1: Keck condensation / 3: Keck condensation;
DOI:10.1248/cpb.50.303

Reference yield:

: 294198-49-5
(4R,5S)-4-benzyloxy-5-tert-butyldimethylsilyloxy-2(E)-hexenoic acid

: 473555-56-5
methyl (3S,8R,9S,14R,15S)-8,14-dibenzyloxy-15-tert-butyldimethylsiloxy-3,9-dimethyl-5,11-dioxo-4,10-dioxadeca (6E,12E)-dienoate

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / DCC; DMAP; (+)-CSA / CH₂Cl₂ / 48 h / 20 °C

2: 86 percent / aq. AcOH / tetrahydrofuran / 12 h / 80 °C

3: 69 percent / DCC; DMAP; (+)-CSA / CH₂Cl₂ / 48 h / 20 °C

With dmap; (1S)-10-camphorsulfonic acid; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; 1: Keck condensation / 3: Keck condensation;
DOI:10.1248/cpb.50.303