diosgenin-3β-yl 4-O-acetyl-2,3-di-O-benzoyl-6-S-phenyl-6-thio-β-D-glucopyranoside

Base Information

Chemical Name:diosgenin-3β-yl 4-O-acetyl-2,3-di-O-benzoyl-6-S-phenyl-6-thio-β-D-glucopyranoside
CAS No.:291774-78-2
Molecular Formula:C₅₅H₆₆O₁₀S
Molecular Weight:919.189
Hs Code.:

Synonyms:diosgenin-3β-yl 4-O-acetyl-2,3-di-O-benzoyl-6-S-phenyl-6-thio-β-D-glucopyranoside

Suppliers and Price of diosgenin-3β-yl 4-O-acetyl-2,3-di-O-benzoyl-6-S-phenyl-6-thio-β-D-glucopyranoside

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 diosgenin-3β-yl 4-O-acetyl-2,3-di-O-benzoyl-6-S-phenyl-6-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of diosgenin-3β-yl 4-O-acetyl-2,3-di-O-benzoyl-6-S-phenyl-6-thio-β-D-glucopyranoside

There total 6 articles about diosgenin-3β-yl 4-O-acetyl-2,3-di-O-benzoyl-6-S-phenyl-6-thio-β-D-glucopyranoside 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: 85.0%

: 291774-73-7
2,3-di-O-benzoyl-4-O-acetyl-6-phenylthio-6-deoxy-α-D-glucopyranosyl trichloroacetimidate

: 512-04-9
diosgenin

: 291774-78-2
diosgenin-3β-yl 4-O-acetyl-2,3-di-O-benzoyl-6-S-phenyl-6-thio-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -50 ℃; for 0.5h;
DOI:10.1016/S0040-4020(01)00959-0

Reference yield:

: 882-33-7
diphenyldisulfane

: 291774-78-2
diosgenin-3β-yl 4-O-acetyl-2,3-di-O-benzoyl-6-S-phenyl-6-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 95 percent / n-Bu₃P / pyridine / 24 h / 20 °C

2.1: pyridine

3.1: HOAc; TBAF / tetrahydrofuran / 10 h / 20 °C

3.2: 545 mg / DBU / CH₂Cl₂ / 1 h / 20 °C

4.1: 4 Angstroem MS / CH₂Cl₂ / 0.5 h / 20 °C

4.2: 85 percent / TMSOTf / CH₂Cl₂ / 0.5 h / -50 °C

With tributylphosphine; 4 Angstroem MS; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; pyridine; dichloromethane; 1.1: Substitution / 2.1: Acetylation / 3.1: Substitution / 3.2: Addition / 4.1: Substitution / 4.2: Substitution;
DOI:10.1021/ol0062143

Reference yield:

: 291774-72-6
tert-butyldimethylsilyl 2,3-di-O-benzoyl-6-phenylthio-6-deoxy-α/β-D-glucopyranoside

: 291774-78-2
diosgenin-3β-yl 4-O-acetyl-2,3-di-O-benzoyl-6-S-phenyl-6-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine

2.1: HOAc; TBAF / tetrahydrofuran / 10 h / 20 °C

2.2: 545 mg / DBU / CH₂Cl₂ / 1 h / 20 °C

3.1: 4 Angstroem MS / CH₂Cl₂ / 0.5 h / 20 °C

3.2: 85 percent / TMSOTf / CH₂Cl₂ / 0.5 h / -50 °C

With 4 Angstroem MS; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; pyridine; dichloromethane; 1.1: Acetylation / 2.1: Substitution / 2.2: Addition / 3.1: Substitution / 3.2: Substitution;
DOI:10.1021/ol0062143