allyl-2,3,5-tri-O-benzyl-α,β-L-arabinofuranoside

Base Information

• Chemical Name: allyl-2,3,5-tri-O-benzyl-α,β-L-arabinofuranoside
• CAS No.: 134149-41-0
• Molecular Formula: C₂₉H₃₂O₅
• Molecular Weight: 460.57
• Mol file: 134149-41-0.mol

Synonyms:

Chemical Property of allyl-2,3,5-tri-O-benzyl-α,β-L-arabinofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl-2,3,5-tri-O-benzyl-α,β-L-arabinofuranoside

There total 5 articles about allyl-2,3,5-tri-O-benzyl-α,β-L-arabinofuranoside 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:

benzyl bromide (100-39-0) + allyl α,β-D-ribofuranoside (541546-94-5,773896-71-2) → allyl 2,3,5-tri-O-benzyl-α,β-D-ribofuranoside (121682-55-1,134149-35-2,134149-41-0,134149-48-7)

Guidance literature:

allyl α,β-D-ribofuranoside; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃;

DOI:10.1021/acs.joc.8b02129

Reference yield:

D-Ribose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) → allyl 2,3,5-tri-O-benzyl-α,β-D-ribofuranoside (121682-55-1,134149-35-2,134149-41-0,134149-48-7)

Guidance literature:

Multi-step reaction with 2 steps

1: conc. sulphuric acid, calcium sulphate / 6 h / 25 °C

2: 1) sodium hydroxide / 1) methyl sulfoxide, 25 deg C, 1h, 2) methyl sulfoxide, 25 deg C, overnight

With calcium sulfate; sodium hydroxide; sulfuric acid;

DOI:10.1016/0008-6215(91)80132-7

Reference yield:

L-arabinose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) → allyl-2,3,5-tri-O-benzyl-α,β-L-arabinofuranoside (121682-55-1,134149-35-2,134149-41-0,134149-48-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / conc. sulphuric acid, calcium sulphate / 6 h / 40 °C

2: 1) sodium hydride / 1) methyl sulfoxide, 25 deg C, 1 h, 2) methyl sulfoxide, 25 deg C, overnight

With calcium sulfate; sulfuric acid; sodium hydride;

DOI:10.1016/0008-6215(91)80132-7

upstream raw materials:

allyl α,β-D-ribofuranoside

benzyl chloride

D-Ribose

benzyl bromide

Downstream raw materials:

(2R,3R,4R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-[((E)-propenyl)oxy]-tetrahydro-furan

2,3,5-tri-O-benzyl-D-ribofuranose

prop-1-enyl 2,3,5-tri-O-benzyl-α,β-L-arabinofuranoside

2,3,5-tri-O-benzyl-β-L-arabinofuranose