Benzyl 3-O-Benzyl-4,6-O-benzylidene-a-D-mannopyranoside

Base Information

• Chemical Name: Benzyl 3-O-Benzyl-4,6-O-benzylidene-a-D-mannopyranoside
• CAS No.: 62774-16-7
• Molecular Formula: C27H28O6
• Molecular Weight: 448.516
• Mol file: 62774-16-7.mol

Synonyms:Benzyl 3-O-Benzyl-4,6-O-benzylidene-a-D-mannopyranoside;Phenylmethyl 3-O-(Phenylmethyl)-4,6-O-(phenylmethylene))-a-D-mannopyranoside;Benzyl 3-O-Benzyl-4,6-O-benzylidene-α-D-mannopyranoside;Phenylmethyl 3-O-(Phenylmethyl)-4,6-O-(phenylmethylene))-α-D-mannopyranoside;1,3-Di-O-benzyl-4,6-O-benzylidene-a-D-mannopyranoside

Chemical Property of Benzyl 3-O-Benzyl-4,6-O-benzylidene-a-D-mannopyranoside

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 614.262°C at 760 mmHg
• Flash Point: 325.294°C
• PSA: 66.38000
• Density: 1.282g/cm³
• LogP: 3.98860
• Solubility.: Chloroform, Dichloromethane

Purity/Quality:

97% ^*data from raw suppliers

1,3-Di-O-benzyl-4,6-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 Benzyl 3-O-Benzyl-4,6-O-benzylidene-a-D-mannopyranoside

There total 6 articles about Benzyl 3-O-Benzyl-4,6-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: 90.0%

benzyl 2,3(R):4,6(R)-di-O-benzylidene-α-D-mannopyranoside (65529-49-9) → benzyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (62774-16-7)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; dichloromethane; for 2h; Heating;

DOI:10.1039/P19810002070

Reference yield: 81.3%

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 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (42926-92-1,42926-93-2,62774-16-7,65925-93-1,65925-97-5,70144-60-4,73366-73-1,78780-60-6,86833-19-4,117895-06-4)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; dichloromethane; for 0.25h; Ambient temperature;

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

Reference yield:

(4aR,6S,7S,8R,8aS)-6-benzyloxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[5,6-d][1,3]dioxine-7,8-diol (40983-94-6) + benzyl bromide (100-39-0) → benzyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (62774-16-7)

Guidance literature:

(4aR,6S,7S,8R,8aS)-6-benzyloxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[5,6-d][1,3]dioxine-7,8-diol; With di(n-butyl)tin oxide; In toluene; at 120 ℃; for 3h;

benzyl bromide; With tetrabutylammomium bromide; cesium fluoride; In toluene; at 120 ℃; for 3h;

upstream raw materials:

benzyl 2,3(R):4,6(R)-di-O-benzylidene-α-D-mannopyranoside

(4aR,6S,7S,8R,8aS)-6-benzyloxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[5,6-d][1,3]dioxine-7,8-diol

benzyl bromide

D-Mannose

Downstream raw materials:

benzyl 3-O-benzyl-4,6-O-benzylidene-2-O-trifluoromethanesulfonyl-α-D-mannopyranoside

C₅₉H₆₃NO₂₃

benzyl 2-O-allyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside

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