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

Base Information

• Chemical Name: benzyl 2-O-allyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside
• CAS No.: 86342-12-3
• Molecular Formula: C₃₀H₃₂O₆
• Molecular Weight: 488.58
• Mol file: 86342-12-3.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about benzyl 2-O-allyl-3-O-benzyl-4,6-O-benzylidene-α-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: 100.0%

benzyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (73366-73-1) + allyl bromide (106-95-6) → benzyl 2-O-allyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (86342-12-3)

Guidance literature:

benzyl 3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

allyl bromide; In N,N-dimethyl-formamide;

DOI:10.1055/s-0028-1083283

Reference yield: 84.2%

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) + allyl bromide (106-95-6) → benzyl 2-O-allyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (86342-12-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 17h;

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

Reference yield:

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 2-O-allyl-3-O-benzyl-4,6-O-benzylidene-α-D-mannopyranoside (86342-12-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 81.3 percent / LiAlH₄, AlCl₃ / diethyl ether; CH₂Cl₂ / 0.25 h / Ambient temperature

2: 84.2 percent / NaH / dimethylformamide / 17 h

With lithium aluminium tetrahydride; aluminium trichloride; sodium hydride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

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

upstream raw materials:

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

allyl bromide

benzyl exo-2,3:4,6-di-O-benzylidene-α-D-mannopyranoside

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

Downstream raw materials:

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

(E)-1,4-bis(benzyl-3-O-benzyl-4,6-O-benzylidene-2-O-α-D-mannopyranosyl)but-2-ene

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

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