1-2,5-6 di-O-isopropylidene 3-O-benzyl α(D)gluco-pentoaldofuranose

Base Information

• Chemical Name: 1-2,5-6 di-O-isopropylidene 3-O-benzyl α(D)gluco-pentoaldofuranose
• CAS No.: 591727-19-4
• Molecular Formula: C₁₉H₂₆O₆
• Molecular Weight: 350.412
• Mol file: 591727-19-4.mol

Synonyms:1-2,5-6 di-O-isopropylidene 3-O-benzyl α(D)gluco-pentoaldofuranose

Chemical Property of 1-2,5-6 di-O-isopropylidene 3-O-benzyl α(D)gluco-pentoaldofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-2,5-6 di-O-isopropylidene 3-O-benzyl α(D)gluco-pentoaldofuranose

There total 6 articles about 1-2,5-6 di-O-isopropylidene 3-O-benzyl α(D)gluco-pentoaldofuranose 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: 99.0%

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (350255-13-9) + benzyl bromide (100-39-0) → 1-2,5-6 di-O-isopropylidene 3-O-benzyl α(D)gluco-pentoaldofuranose (591727-19-4)

Guidance literature:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 1h;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 4h;

DOI:10.1039/c7ob00443e

Reference yield: 97.2%

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (350255-13-9) + benzyl chloride (100-44-7) → 1-2,5-6 di-O-isopropylidene 3-O-benzyl α(D)gluco-pentoaldofuranose (591727-19-4)

Guidance literature:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose; With sodium hydroxide; In octane; at 125 - 130 ℃;

benzyl chloride; In octane; at 125 - 130 ℃; Reagent/catalyst; Temperature; Solvent;

Reference yield: 95.0%

→ 1-2,5-6 di-O-isopropylidene 3-O-benzyl α(D)gluco-pentoaldofuranose (591727-19-4)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃;

upstream raw materials:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

benzyl bromide

benzyl chloride

D-glucose

Downstream raw materials:

3-O-Benzoyl-1,2:5,6-di-O-isopropyliden-D-glucofuranose

3-O-benzyl-D-glucopyranose

1-2 O-isopropylidene 3-O-benzyl α(D)gluco-pentoaldofuranose

methyl 4,6-O-benzylidene-3-O-benzyl-α-D-glucopyranoside

Refernces

• 1、 Corti, Marco,Leusciatti, Marco,Moiola, Mattia,Mella, Mariella,Quadrelli, Paolo. "Nitrosocarbonyl Carbohydrate Derivatives: Hetero Diels-Alder and Ene Reaction Products for Useful Organic Synthesis". . p. 574 - 586. Retrieved 2020/10/06.
• 2、 -. "Synthesis of helicobacter-pylorus O2 serotype O antigen oligosaccharide compound". Paragraph 0087; 0088; 0089; 0091. . Retrieved 2019/06/07.