PENTA-O-BENZOYL-Β-D-GLUCOPYRANOSE, 95% HPLC

Base Information

• Chemical Name: PENTA-O-BENZOYL-Β-D-GLUCOPYRANOSE, 95% HPLC
• CAS No.: 2592-58-7
• Molecular Formula: C₄₁H₃₂O₁₁
• Molecular Weight: 700.698
• Mol file: 2592-58-7.mol

Synonyms:Allopyranose,pentabenzoate (7CI); Allopyranose, pentabenzoate, b-D- (8CI); 1,2,3,4,6-Penta-O-benzoyl-b-D-allopyranose

Chemical Property of PENTA-O-BENZOYL-Β-D-GLUCOPYRANOSE, 95% HPLC

Chemical Property:

• Boiling Point: 803.7±65.0 °C(Predicted)
• PSA: 151.73000
• Density: 1.37±0.1 g/cm3(Predicted)
• LogP: 5.46840

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of PENTA-O-BENZOYL-Β-D-GLUCOPYRANOSE, 95% HPLC

There total 75 articles about PENTA-O-BENZOYL-Β-D-GLUCOPYRANOSE, 95% HPLC 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: 100.0%

D-Glucose (2280-44-6) + benzoyl chloride (98-88-4) → 1,2,3,4,6-penta-O-benzoyl-D-glucopyranoside (2592-58-7,3006-48-2,3006-49-3,13526-09-5,14679-57-3,22415-91-4,29884-70-6,41545-55-5,41545-56-6,41569-33-9,96996-90-6,121570-85-2,121570-86-3)

Guidance literature:

dmap; In pyridine; at 0 ℃; for 20h;

DOI:10.1002/chem.200204544

Reference yield: 100.0%

D-Galactose (59-23-4) + benzoyl chloride (98-88-4) → 1,2,3,4,6-penta-O-benzoyl-α-D-galactopyranoside (2592-58-7,3006-48-2,3006-49-3,13526-09-5,14679-57-3,22415-91-4,29884-70-6,41545-55-5,41545-56-6,41569-33-9,96996-90-6,121570-85-2,121570-86-3)

Guidance literature:

D-Galactose; With pyridine; for 0.5h; Molecular sieve; Inert atmosphere;

benzoyl chloride; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.carres.2013.06.019

Reference yield: 100.0%

D-Mannose (530-26-7) + benzoyl chloride (98-88-4) → 1,2,3,4,6-penta-O-benzoyl-β-D-mannopyranose (2592-58-7,3006-48-2,3006-49-3,13526-09-5,14679-57-3,22415-91-4,29884-70-6,41545-55-5,41545-56-6,41569-33-9,96996-90-6,121570-85-2,121570-86-3)

Guidance literature:

With pyridine; In methanol; at 0 ℃; for 4h;

DOI:10.1248/cpb.47.1265

upstream raw materials:

D-Mannose

benzoyl chloride

D-Mannose

benzoic acid anhydride

Downstream raw materials:

2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl chloride

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

2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl iodide

1,1-bis-benzoylamino-1-deoxy-D-mannitol

Refernces

• 1、 Zhang, Wei,Wang, He-Ying,Wang, Huai-Xu,Zhu, Zhen-Yuan. "Synthesis and inhibition of α-glucosidase of methyl glycyrrhetinate glycosides". supporting information. p. 1874 - 1880. Retrieved 2019/07/22.
• 2、 See, Nicholas W.,Wimmer, Norbert,Krenske, Elizabeth H.,Ferro, Vito. "A Substituent-Directed Strategy for the Selective Synthesis of L-Hexoses: An Expeditious Route to L-Idose". . p. 1575 - 1584. Retrieved 2021/03/03.