Benzyl2,3:4,6-di-O-benzylidene-a-D-mannopyranoside

Base Information

• Chemical Name: Benzyl2,3:4,6-di-O-benzylidene-a-D-mannopyranoside
• CAS No.: 58650-53-6
• Molecular Formula: C₂₇H₂₆O₆
• Molecular Weight: 446.5
• Mol file: 58650-53-6.mol

Synonyms:Benzyl2,3:4,6-di-O-benzylidene-a-D-mannopyranoside;Benzyl 2-O,3-O:4-O,6-O-dibenzylidene-α-D-mannopyranoside;PhenylMethyl 2,3:4,6-Bis-O-(phenylMethylene)-α-D-Mannopyranoside

Chemical Property of Benzyl2,3:4,6-di-O-benzylidene-a-D-mannopyranoside

Chemical Property:

• Melting Point: 178-180?C
• Boiling Point: 595.7±50.0 °C(Predicted)
• PSA: 55.38000
• Density: 1.31±0.1 g/cm3(Predicted)
• LogP: 4.52510

Purity/Quality:

99% ^*data from raw suppliers

Benzyl 2,3:4,6-di-O-benzylidene-a-D-mannopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzyl2,3:4,6-di-O-benzylidene-a-D-mannopyranoside

There total 3 articles about Benzyl2,3:4,6-di-O-benzylidene-a-D-mannopyranoside 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: 27.9%

(2S,3S,4S,5S,6R)-2-benzyloxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol (15548-45-5) + benzaldehyde dimethyl acetal (1125-88-8) → benzyl exo-2,3:4,6-di-O-benzylidene-α-D-mannopyranoside (58650-53-6,65529-47-7,65529-49-9,66673-15-2,66673-20-9,73395-13-8) + benzyl endo-2,3:4,6-di-O-benzylidene-α-D-mannopyranoside (58650-53-6,65529-47-7,65529-49-9,66673-15-2,66673-20-9,73395-13-8)

Guidance literature:

toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 75 ℃; for 3h;

DOI:10.1016/0040-4020(82)80083-5

Reference yield: 27.9%

(2S,3S,4S,5S,6R)-2-benzyloxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol (15548-45-5) + benzaldehyde dimethyl acetal (1125-88-8) → benzyl exo-2,3:4,6-di-O-benzylidene-α-D-mannopyranoside (58650-53-6,65529-47-7,65529-49-9,66673-15-2,66673-20-9,73395-13-8) + benzyl endo-2,3:4,6-di-O-benzylidene-α-D-mannopyranoside (58650-53-6,65529-47-7,65529-49-9,66673-15-2,66673-20-9,73395-13-8)

Guidance literature:

toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 75 ℃; for 3h;

DOI:10.1016/0040-4020(82)80083-5

Reference yield:

→ Benzyl 2,3:4,6-di-O-benzylidene-α-D-mannopyranoside (58650-53-6)

Guidance literature:

Benzyl-α-D-mannopyranosid (1), Benzaldehyd, ZnCl2;

upstream raw materials:

(2S,3S,4S,5S,6R)-2-benzyloxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol

benzaldehyde dimethyl acetal

Downstream raw materials:

benzyl 3-O-allyl-2,4-di-O-benzyl-α-D-mannopyranoside

benzyl 3-O-allyl-2,4-di-O-benzyl-α-D-rhamnopyranoside

benzyl 2,4-di-O-benzyl-α-D-rhamnopyranoside

benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(p-toluenesulfonyl)-α-D-mannopyranoside

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