3-O-(1,3-Diphenylprop-2-en-1-yl)-6-O-t-butyldiphenylsilyl-D-glucal

Base Information

• Chemical Name: 3-O-(1,3-Diphenylprop-2-en-1-yl)-6-O-t-butyldiphenylsilyl-D-glucal
• CAS No.: 220931-00-0
• Molecular Formula: C₃₇H₄₀O₄Si
• Molecular Weight: 576.808
• Mol file: 220931-00-0.mol

Synonyms:3-O-(1,3-Diphenylprop-2-en-1-yl)-6-O-t-butyldiphenylsilyl-D-glucal

Chemical Property of 3-O-(1,3-Diphenylprop-2-en-1-yl)-6-O-t-butyldiphenylsilyl-D-glucal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-(1,3-Diphenylprop-2-en-1-yl)-6-O-t-butyldiphenylsilyl-D-glucal

There total 3 articles about 3-O-(1,3-Diphenylprop-2-en-1-yl)-6-O-t-butyldiphenylsilyl-D-glucal 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:

tert-butylchlorodiphenylsilane (58479-61-1) → 3-O-(1,3-Diphenylprop-2-en-1-yl)-6-O-t-butyldiphenylsilyl-D-glucal (220931-00-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / imidazole / dimethylformamide / 16 h / 20 °C

2: 1.) Bu₂SnO, 2.) nBu₄NBr / 1.) toluene, reflux, 4 h, 2.) toluene, 20 deg C, 15 h

With 1H-imidazole; tetrabutylammomium bromide; di(n-butyl)tin oxide; In N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1521-3765(19990201)5:2<430::AID-CHEM430>3.0.CO;2-D

Reference yield:

D-glucal (13265-84-4) → 3-O-(1,3-Diphenylprop-2-en-1-yl)-6-O-t-butyldiphenylsilyl-D-glucal (220931-00-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / imidazole / dimethylformamide / 16 h / 20 °C

2: 1.) Bu₂SnO, 2.) nBu₄NBr / 1.) toluene, reflux, 4 h, 2.) toluene, 20 deg C, 15 h

With 1H-imidazole; tetrabutylammomium bromide; di(n-butyl)tin oxide; In N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1521-3765(19990201)5:2<430::AID-CHEM430>3.0.CO;2-D

Reference yield:

(2R,3S,4R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,4-dihydro-2H-pyran-3,4-diol (87316-22-1) + (E)-1,3-diphenyl-3-chloroprop-1-ene (121441-07-4) → 3-O-(1,3-Diphenylprop-2-en-1-yl)-6-O-t-butyldiphenylsilyl-D-glucal (220931-00-0)

Guidance literature:

With tetrabutylammomium bromide; di(n-butyl)tin oxide; Yield given. Multistep reaction; 1.) toluene, reflux, 2.) 0 deg C;

DOI:10.1039/CC9960001661

upstream raw materials:

(2R,3S,4R)-2-(((tert-butyldiphenylsilyl)oxy)methyl)-3,4-dihydro-2H-pyran-3,4-diol

(E)-1,3-diphenyl-3-chloroprop-1-ene

tert-butylchlorodiphenylsilane

D-glucal

Downstream raw materials:

p-Methoxyphenylmethyl 4,6-di-O-benzoyl-3-O-benzyl-2-deoxy-2-C-<2-O-tert-butyldimethylsilyl-3,4,6-tri-O-benzyl-α-D-mannopyranosylmethyl(xanthateimidazole)>-α-D-mannopyranoside

p-Methoxyphenylmethyl 4,6-di-O-benzoyl-3-O-benzyl-2-deoxy-2-C-(2-O-tert-butyldimethylsilyl-3,4,6-tri-O-benzyl-α-D-mannopyranosylmethyl)-α-D-mannopyranoside

4,6-Di-O-benzoyl-3-O-benzyl-2-deoxy-2-C-(2-O-tert-butyldimethylsilyl-3,4,6-tri-O-benzyl-α-D-mannopyranosylmethyl)-D-mannopyranosyl 2-pyridylsulfone

4,6-Di-O-benzoyl-3-O-benzyl-2-deoxy-2-C-(2-O-tert-butyldimethylsilyl-3,4,6-tri-O-benzyl-α-D-mannopyranosylmethyl)-D-mannopyranosyl 2-pyridylsulfide