3,4,6-tri-O-benzoyl-D-glucal

Base Information

• Chemical Name: 3,4,6-tri-O-benzoyl-D-glucal
• CAS No.: 13322-90-2
• Molecular Formula: C₂₇H₂₂O₇
• Molecular Weight: 458.467
• Mol file: 13322-90-2.mol

Synonyms:3,4,6-tri-O-benzoyl-D-glucal

Chemical Property of 3,4,6-tri-O-benzoyl-D-glucal

Chemical Property:

• Boiling Point: 597.0±50.0 °C(Predicted)
• Density: 1.31±0.1 g/cm3(Predicted)

Purity/Quality:

99%min. ^*data from raw suppliers

TRI-O-BENZOYL-D-GLUCAL 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,4,6-tri-O-benzoyl-D-glucal

There total 11 articles about 3,4,6-tri-O-benzoyl-D-glucal 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: 95.0%

2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide (14218-11-2,14218-30-5,61198-88-7,108438-33-1,108836-02-8,114682-36-9,127305-34-4,151377-77-4) → 3,4,6-tri-O-benzoyl-D-glucal (13322-90-2)

Guidance literature:

With β‐cyclodextrin; zinc; In water; at 20 ℃; for 1h; Sonication;

DOI:10.1002/cjoc.201180263

Reference yield: 90.0%

benzoyl chloride (98-88-4) + D-glucal triacetate (2873-29-2) → 3,4,6-tri-O-benzoyl-D-glucal (13322-90-2)

Guidance literature:

D-glucal triacetate; With sodium methylate; In methanol; at 0 ℃; for 4h;

benzoyl chloride; With pyridine; at 0 - 20 ℃; for 5h;

DOI:10.1021/acs.orglett.1c02141

Reference yield: 88.0%

2,3,4,6-tetra-O-benzoylglucosyl bromide (14218-11-2) → 3,4,6-tri-O-benzoyl-D-glucal (13322-90-2)

Guidance literature:

With (2-); In water; N,N-dimethyl-formamide; for 48h; pH 5.0;

DOI:10.1016/S0040-4020(99)00170-2

upstream raw materials:

2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide

2,3,4,6-tetra-O-benzoylglucosyl bromide

benzoyl chloride

D-glucal

Downstream raw materials:

methyl 3,4,6-tri-O-benzoyl-2-deoxy-α-D-arabino-hexopyranoside

methyl 3,4,6-tri-O-benzoyl-2-deoxy-β-D-arabino-hexapyranose

Refernces

• 1、 Parrish,Little. "Electrochemical formation of glycals in THF". . p. 7371 - 7374. Retrieved 2001.
• 2、 Bi, Jingjing,Tan, Qiang,Wu, Hao,Liu, Qingfeng,Zhang, Guisheng. "Rhodium-Catalyzed Denitrogenative Transannulation of N-Sulfonyl-1,2,3-triazoles with Glycals Giving Pyrroline-Fused N-Glycosides". supporting information. p. 6357 - 6361. Retrieved 2021/08/23.
• 3、 -. "Method for preparing 3,4,6-tri-O-substituent-D-glucal". Paragraph 0025; 0026; 0027. . Retrieved 2019/02/04.