benzyl 2-O-benzyl-3,4-O-(R)-(1-phenylethylidene)-β-L-arabinopyranoside

Base Information

• Chemical Name: benzyl 2-O-benzyl-3,4-O-(R)-(1-phenylethylidene)-β-L-arabinopyranoside
• CAS No.: 98927-98-1
• Molecular Formula: C₂₇H₂₈O₅
• Molecular Weight: 432.516
• Mol file: 98927-98-1.mol

Synonyms:benzyl 2-O-benzyl-3,4-O-(R)-(1-phenylethylidene)-β-L-arabinopyranoside

Chemical Property of benzyl 2-O-benzyl-3,4-O-(R)-(1-phenylethylidene)-β-L-arabinopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2-O-benzyl-3,4-O-(R)-(1-phenylethylidene)-β-L-arabinopyranoside

There total 5 articles about benzyl 2-O-benzyl-3,4-O-(R)-(1-phenylethylidene)-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: 84.6%

benzyl bromide (100-39-0) + benzyl 3,4-O-(R)-(1-phenylethylidene)-β-L-arabinopyranoside (98927-97-0) → benzyl 2-O-benzyl-3,4-O-(R)-(1-phenylethylidene)-β-L-arabinopyranoside (98927-98-1)

Guidance literature:

With potassium hydroxide; at 50 ℃; for 5h;

DOI:10.1016/0008-6215(85)85218-6

Reference yield:

benzyl 3,4-O-(S)-(1-phenylethylidene)-β-L-arabinopyranoside (98927-94-7) → benzyl 2-O-benzyl-3,4-O-(R)-(1-phenylethylidene)-β-L-arabinopyranoside (98927-98-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 93.7 percent / pyridine

2: 41 percent / AlCl₃ / CH₂Cl₂ / 3 h / Ambient temperature

3: 97.7 percent / NaOMe / methanol

4: 84.6 percent / KOH / 5 h / 50 °C

With pyridine; potassium hydroxide; sodium methylate; aluminium trichloride; In methanol; dichloromethane;

DOI:10.1016/0008-6215(85)85218-6

Reference yield:

benzyl 2-O-acetyl-3,4-O-(S)-(1-phenylethylidene)-β-L-arabinopyranoside (98927-95-8) → benzyl 2-O-benzyl-3,4-O-(R)-(1-phenylethylidene)-β-L-arabinopyranoside (98927-98-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 41 percent / AlCl₃ / CH₂Cl₂ / 3 h / Ambient temperature

2: 97.7 percent / NaOMe / methanol

3: 84.6 percent / KOH / 5 h / 50 °C

With potassium hydroxide; sodium methylate; aluminium trichloride; In methanol; dichloromethane;

DOI:10.1016/0008-6215(85)85218-6

upstream raw materials:

benzyl bromide

benzyl 3,4-O-(R)-(1-phenylethylidene)-β-L-arabinopyranoside

benzyl 3,4-O-(S)-(1-phenylethylidene)-β-L-arabinopyranoside

benzyl 2-O-acetyl-3,4-O-(R)-(1-phenylethylidene)-β-L-arabinopyranoside