3,5-di-O-benzyl-1,2-O-isopropylidene-4-C-(p-toluenesulfonyloxymethyl)-3-C-vinyl-α-D-ribofuranose

Base Information

Chemical Name:3,5-di-O-benzyl-1,2-O-isopropylidene-4-C-(p-toluenesulfonyloxymethyl)-3-C-vinyl-α-D-ribofuranose
CAS No.:879546-89-1
Molecular Formula:C₃₂H₃₆O₈S
Molecular Weight:580.699
Hs Code.:

Synonyms:3,5-di-O-benzyl-1,2-O-isopropylidene-4-C-(p-toluenesulfonyloxymethyl)-3-C-vinyl-α-D-ribofuranose

Suppliers and Price of 3,5-di-O-benzyl-1,2-O-isopropylidene-4-C-(p-toluenesulfonyloxymethyl)-3-C-vinyl-α-D-ribofuranose

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 3,5-di-O-benzyl-1,2-O-isopropylidene-4-C-(p-toluenesulfonyloxymethyl)-3-C-vinyl-α-D-ribofuranose

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 3,5-di-O-benzyl-1,2-O-isopropylidene-4-C-(p-toluenesulfonyloxymethyl)-3-C-vinyl-α-D-ribofuranose

There total 5 articles about 3,5-di-O-benzyl-1,2-O-isopropylidene-4-C-(p-toluenesulfonyloxymethyl)-3-C-vinyl-α-D-ribofuranose 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: 92.0%

: 879546-88-0
3,5-di-O-benzyl-4-C-(hydroxymethyl)-1,2-di-O-isopropylidene-3-C-vinyl-α-D-ribofuranose

: 98-59-9
p-toluenesulfonyl chloride

: 879546-89-1
3,5-di-O-benzyl-1,2-O-isopropylidene-4-C-(p-toluenesulfonyloxymethyl)-3-C-vinyl-α-D-ribofuranose

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/jo051187l

Reference yield:

: 879546-87-9
3-O-benzyl-4-C-(hydroxymethyl)-1,2-di-O-isopropylidene-3-C-vinyl-α-D-ribofuranose

: 879546-89-1
3,5-di-O-benzyl-1,2-O-isopropylidene-4-C-(p-toluenesulfonyloxymethyl)-3-C-vinyl-α-D-ribofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: 54 percent / sodium hydride / dimethylformamide / 1.5 h / 20 °C

2: 92 percent / Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

With dmap; sodium hydride; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo051187l

Reference yield:

: (3aR,5S,6R,6aR)-6-(benzyloxy)-2,2-dimethyl-6-vinyltetrahydrofuro[2,3-d][1,3]dioxole-5-carbaldehyde

: 879546-89-1
3,5-di-O-benzyl-1,2-O-isopropylidene-4-C-(p-toluenesulfonyloxymethyl)-3-C-vinyl-α-D-ribofuranose

Guidance literature:: Multi-step reaction with 3 steps

1: 562 mg / sodium hydroxide / tetrahydrofuran; H₂O / 18 h / 20 °C

2: 54 percent / sodium hydride / dimethylformamide / 1.5 h / 20 °C

3: 92 percent / Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

With dmap; sodium hydroxide; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 1: aldol-Cannizzaro reaction;
DOI:10.1021/jo051187l