1,5-ANHYDRO-4,6-O-BENZYLIDENE-D-GLUCITOL

Base Information

• Chemical Name: 1,5-ANHYDRO-4,6-O-BENZYLIDENE-D-GLUCITOL
• CAS No.: 65190-39-8
• Molecular Formula: C13H16 O5
• Molecular Weight: 252.267
• Hs Code.: 2932999099
• Mol file: 65190-39-8.mol

Synonyms:Sorbitol,1,5-anhydro-4,6-O-benzylidene- (6CI); Pyrano[3,2-d]-1,3-dioxin, D-glucitolderiv.

Chemical Property of 1,5-ANHYDRO-4,6-O-BENZYLIDENE-D-GLUCITOL

Chemical Property:

• Melting Point: 160-163°C
• PSA: 68.15000
• LogP: 0.22120
• Storage Temp.: -20°C Freezer

Purity/Quality:

98%Min ^*data from raw suppliers

1,5-Anhydro-4,6-O-benzylidene-D-glucitol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,5-ANHYDRO-4,6-O-BENZYLIDENE-D-GLUCITOL is an useful synthetic intermediate in the preparation of sugar nucleotides.

Technology Process of 1,5-ANHYDRO-4,6-O-BENZYLIDENE-D-GLUCITOL

There total 9 articles about 1,5-ANHYDRO-4,6-O-BENZYLIDENE-D-GLUCITOL 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: 91.0%

benzaldehyde dimethyl acetal (1125-88-8) + 1-deoxy-D-glucose tetraacetate (13137-69-4) → (4aR,7S,8R,8aS)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol (65190-39-8)

Guidance literature:

1-deoxy-D-glucose tetraacetate; With potassium carbonate; In methanol; at 20 ℃; for 48h;

benzaldehyde dimethyl acetal; With toluene-4-sulfonic acid; In DMF (N,N-dimethyl-formamide); at 70 ℃; for 1h;

Reference yield: 87.0%

benzaldehyde dimethyl acetal (1125-88-8) + 1,5-anhydro-D-glucitol (154-58-5,53319-04-3) → (4aR,7S,8R,8aS)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol (65190-39-8)

Guidance literature:

With camphor-10-sulfonic acid; In N,N-dimethyl-formamide; for 0.5h; pH=4; Inert atmosphere;

DOI:10.1002/chem.202001504

Reference yield: 75.0%

→ (4aR,7S,8R,8aS)-2-phenylhexahydropyrano[3,2-d][1,3]dioxine-7,8-diol (65190-39-8)

Guidance literature:

upstream raw materials:

O¹,O³-((Ξ)-benzyliden)-2,6-anhydro-L-glucitol

O¹,O³-((Ξ)-benzyliden)-2,6-anhydro-D-glucitol

1,3,4,5-tetra-O-benzoyl-β-D-fructopyranosyl bromide

2,6-anhydro-L-glucitol

Downstream raw materials:

1,5-anhydro-4,6-O-benzylidene-2-O-tert-butyldimethylsilyl-D-glucitol

(4aR,7S,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol