3,4,6-tri-O-benzyl-1,2-O-<(R,S)-ethylidene>-α-D-glucopyranose

Base Information

• Chemical Name: 3,4,6-tri-O-benzyl-1,2-O-<(R,S)-ethylidene>-α-D-glucopyranose
• CAS No.: 910315-01-4
• Molecular Formula: C₂₉H₃₂O₆
• Molecular Weight: 476.569
• Mol file: 910315-01-4.mol

Synonyms:3,4,6-tri-O-benzyl-1,2-O-<(R,S)-ethylidene>-α-D-glucopyranose

Chemical Property of 3,4,6-tri-O-benzyl-1,2-O-<(R,S)-ethylidene>-α-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,6-tri-O-benzyl-1,2-O-<(R,S)-ethylidene>-α-D-glucopyranose

There total 4 articles about 3,4,6-tri-O-benzyl-1,2-O-<(R,S)-ethylidene>-α-D-glucopyranose 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: 76.0%

1,2-O-(2,2-dichloroethylidene) 3,4,6-tris-O-benzyl-α-D-glucopyranoside → 3,4,6-tri-O-benzyl-1,2-O-<(R,S)-ethylidene>-α-D-glucopyranose (910315-01-4)

Guidance literature:

1,2-O-(2,2-dichloroethylidene) 3,4,6-tris-O-benzyl-α-D-glucopyranoside; With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 80 ℃; for 10h;

With potassium fluoride; In water; toluene; for 0.75h;

DOI:10.1039/d1ob01467f

Reference yield:

3,4,6-tri-O-acetyl-1,2-O-<(R,S)-ethylidene>-α-D-glucopyranose (228702-11-2) → 3,4,6-tri-O-benzyl-1,2-O-<(R,S)-ethylidene>-α-D-glucopyranose (910315-01-4)

Guidance literature:

Multi-step reaction with 2 steps

1: MeONa / methanol / 12 h / Ambient temperature

2: KOH / dioxane / 0.08 h / Heating

With potassium hydroxide; sodium methylate; In 1,4-dioxane; methanol;

DOI:10.1021/jo00107a018

Reference yield:

1,2-O-ethylidene(R,S)-α-D-glucopyranose (228702-12-3) + benzyl chloride (100-44-7) → 3,4,6-tri-O-benzyl-1,2-O-<(R,S)-ethylidene>-α-D-glucopyranose (910315-01-4)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; for 0.0833333h; Heating;

DOI:10.1021/jo00107a018

upstream raw materials:

1,2-O-ethylidene(R,S)-α-D-glucopyranose

benzyl chloride

3,4,6-tri-O-acetyl-1,2-O-<(R,S)-ethylidene>-α-D-glucopyranose

benzyl bromide

Downstream raw materials:

3,4,6-tri-O-benzyl-D-glucopyranose

3,4,6-tri-O-benzyl-α-D-glucopyranose

1,2,6-tri-O-acetyl-3,4-di-O-benzyl-α- and β-D-glucopyranose

2,3,4,6-tri-O-benzyl-α-D-glucopyranosyl chloride