2,3,4,6-Tetra-O-benzoyl-a-D-glucopyranose

Base Information

• Chemical Name: 2,3,4,6-Tetra-O-benzoyl-a-D-glucopyranose
• CAS No.: 66530-18-5
• Molecular Formula: C34H28O10
• Molecular Weight: 596.59
• Mol file: 66530-18-5.mol

Synonyms:2,3,4,6-Tetra-O-benzoyl-a-D-glucopyranose

Chemical Property of 2,3,4,6-Tetra-O-benzoyl-a-D-glucopyranose

Chemical Property:

• PSA: 134.66000
• LogP: 4.23740

Purity/Quality:

98%min ^*data from raw suppliers

2,3,4,6-TETRA-O-BENZOYL-A-D-GLUCOPYRANOSE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3,4,6-Tetra-O-benzoyl-a-D-glucopyranose

There total 30 articles about 2,3,4,6-Tetra-O-benzoyl-a-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: 90.0%

1,2,3,4,6-penta-O-benzoyl-β-D-glucopyranose (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) → 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranose (66530-18-5)

Guidance literature:

With ammonia; In tetrahydrofuran; methanol; at 0 ℃; for 5h;

DOI:10.1055/s-1985-31446

Reference yield: 82.0%

1,2,3,4,6-penta-O-benzoyl-α-D-glucopyranose (22415-91-4) → 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranose (66530-18-5)

Guidance literature:

With methylamine; In tetrahydrofuran; at 20 ℃; for 2h;

Reference yield: 76.0%

2,3,4,6-tetra-O-benzoylglucosyl bromide (14218-11-2) → 2,3,4,6-tetra-O-benzoyl-α-D-glucopyranose (66530-18-5)

Guidance literature:

With sodium iodide; In acetone; at 20 ℃; for 80h;

DOI:10.1021/jm050588q

upstream raw materials:

1,2,3,4,6-penta-O-benzoyl-α-D-mannopyranoside

alpha-D-mannopyranoside

1,2,3,4,6-penta-O-benzoyl-β-D-mannopyranose

allyl α-D-mannopyranoside

Downstream raw materials:

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

2,4,6-tri-O-benzoyl-α-D-glucopyranose

N-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)piperidine

2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-N,N,N',N'-tetraisopropylphosphorodiamidite

Refernces

• 1、 Das, Anupama,Jayaraman, Narayanaswamy. "Carbon tetrachloride-free allylic halogenation-mediated glycosylations of allyl glycosides". . p. 9318 - 9325. Retrieved 2021/11/13.
• 2、 Doyle, Lisa M.,Meany, Fiach B.,Murphy, Paul V.. "Lewis acid promoted anomerisation of alkyl O- and S-xylo-, arabino- and fucopyranosides". supporting information. p. 85 - 94. Retrieved 2018/12/05.