benzyl 2-O-acetyl-exo-3,4-O-benzylidene-β-L-arabinopyranoside

Base Information

• Chemical Name: benzyl 2-O-acetyl-exo-3,4-O-benzylidene-β-L-arabinopyranoside
• CAS No.: 97693-91-9
• Molecular Formula: C₂₁H₂₂O₆
• Molecular Weight: 370.402
• Mol file: 97693-91-9.mol

Synonyms:benzyl 2-O-acetyl-exo-3,4-O-benzylidene-β-L-arabinopyranoside

Chemical Property of benzyl 2-O-acetyl-exo-3,4-O-benzylidene-β-L-arabinopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-O-acetyl-exo-3,4-O-benzylidene-β-L-arabinopyranoside

There total 5 articles about benzyl 2-O-acetyl-exo-3,4-O-benzylidene-β-L-arabinopyranoside 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: 64.0%

benzaldehyde dimethyl acetal (1125-88-8) + benzyl 2-O-acetyl-β-L-arabinopyranoside (70798-31-1) → benzyl 2-O-acetyl-endo-3,4-O-benzylidene-β-L-arabinopyranoside (97693-90-8) + benzyl 2-O-acetyl-exo-3,4-O-benzylidene-β-L-arabinopyranoside (97693-91-9)

Guidance literature:

With toluene-4-sulfonic acid; In acetonitrile; at 20 ℃; for 6h;

DOI:10.1016/j.carres.2011.01.031

Reference yield:

benzyl 2-O-acetyl-3,4-O-benzylidene-β-L-arabinopyranoside → benzyl 2-O-acetyl-exo-3,4-O-benzylidene-β-L-arabinopyranoside (97693-91-9)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylsilane; copper(II) bis(trifluoromethanesulfonate) / acetonitrile / 0.5 h / 0 °C

2: toluene-4-sulfonic acid / acetonitrile / 6 h / 20 °C

With triethylsilane; copper(II) bis(trifluoromethanesulfonate); toluene-4-sulfonic acid; In acetonitrile;

DOI:10.1016/j.carres.2011.01.031

Reference yield:

benzyl 2-O-acetyl-3,4-di-O-isopropylidene-β-L-arabinopyranoside (70798-30-0) → benzyl 2-O-acetyl-exo-3,4-O-benzylidene-β-L-arabinopyranoside (97693-91-9)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / water / 1 h / 70 °C

2: toluene-4-sulfonic acid / acetonitrile / 6 h / 20 °C

With toluene-4-sulfonic acid; acetic acid; In water; acetonitrile;

DOI:10.1016/j.carres.2011.01.031

upstream raw materials:

benzaldehyde dimethyl acetal

benzyl 2-O-acetyl-β-L-arabinopyranoside

benzyl 2-O-acetyl-3,4-di-O-isopropylidene-β-L-arabinopyranoside

benzyl β-L-arabinopyranoside

Downstream raw materials:

benzyl 2-O-acetyl-4-O-benzyl-β-L-arabinopyranoside

benzyl 2-O-acetyl-β-L-arabinopyranoside