Benzyl β-D-ribopyranoside

Base Information

• Chemical Name: Benzyl β-D-ribopyranoside
• CAS No.: 70797-93-2
• Molecular Formula: C12H16 O5
• Molecular Weight: 240.25
• Mol file: 70797-93-2.mol

Synonyms:Ribopyranoside,benzyl (6CI,7CI); NSC 231837

Chemical Property of Benzyl β-D-ribopyranoside

Chemical Property:

• PSA: 79.15000
• LogP: -0.35780

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzyl β-D-ribopyranoside

There total 4 articles about Benzyl β-D-ribopyranoside 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: 81.0%

L-arabinofuranose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2,36562-42-2) + benzyl alcohol (100-51-6,185532-71-2) → 1-O-benzyl-L-lyxose (5329-50-0,7473-38-3,10548-61-5,18403-12-8,26685-75-6,61134-26-7,70797-93-2,84588-33-0,89726-77-2,89726-80-7)

Guidance literature:

With toluene-4-sulfonic acid; at 60 ℃; for 48h;

DOI:10.1021/jo00222a023

Reference yield:

D-ribose (50-69-1) + benzyl alcohol (100-51-6,185532-71-2) → benzyl-β-D-ribopyranoside (70797-93-2)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/ja01632a037

Reference yield:

D-lyxose (1114-34-7) + benzyl alcohol (100-51-6,185532-71-2) → benzyl-arabinopyranoside (5329-50-0,7473-38-3,10548-61-5,18403-12-8,26685-75-6,61134-26-7,70797-93-2,84588-33-0,89726-77-2,89726-80-7)

Guidance literature:

With hydrogenchloride; benzyl-d-lyxoside;

upstream raw materials:

D-ribose

benzyl alcohol

D-lyxose

L-arabinose

Downstream raw materials:

benzyl-(tri-O-benzoyl-β-D-ribopyranoside)

pseudomonic acid C

Methanesulfonic acid (2S,3S)-1-[1-benzenesulfonyl-2-((3aR,7S,7aR)-4-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-ethyl]-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-butyl ester

(4R,5S)-2-Benzenesulfonyl-1-((3aR,7S,7aR)-4-benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-5-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hexan-3-ol

Refernces

• 1、 Keck, Gary E.,Kachensky, David F.,Enholm, Eric J.. "Total Synthesis of Pseudomonic Acid C". . p. 1462 - 1464. Retrieved 2007/10/02.