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

Base Information

• Chemical Name: benzyl 3-O-allyl-2,4-di-O-benzyl-α-D-rhamnopyranoside
• CAS No.: 86342-16-7
• Molecular Formula: C₃₀H₃₄O₅
• Molecular Weight: 474.597
• Mol file: 86342-16-7.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about benzyl 3-O-allyl-2,4-di-O-benzyl-α-D-rhamnopyranoside 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: 90.6%

benzyl 3-O-allyl-2,4-di-O-benzyl-6-O-(p-toluenesulfonyl)-α-D-mannopyranoside (86342-14-5) → benzyl 3-O-allyl-2,4-di-O-benzyl-α-D-rhamnopyranoside (86342-16-7)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; benzene; for 0.5h; Heating;

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

Reference yield:

benzyl 3-O-allyl-2-O-benzyl-4,6-benzylidene-α-D-mannopyranoside (53929-39-8,86363-43-1,103188-94-9) → benzyl 3-O-allyl-2,4-di-O-benzyl-α-D-rhamnopyranoside (86342-16-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / LiAlH₄, AlCl₃ / diethyl ether; CH₂Cl₂ / 1.5 h / Heating

2: 66.6 percent / pyridine / 49 h / 0 - 25 °C

3: 90.6 percent / LiAlH₄ / benzene; diethyl ether / 0.5 h / Heating

With lithium aluminium tetrahydride; aluminium trichloride; In pyridine; diethyl ether; dichloromethane; benzene;

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

Reference yield:

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) → benzyl 3-O-allyl-2,4-di-O-benzyl-α-D-rhamnopyranoside (86342-16-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 85.6 percent / LiAlH₄, AlCl₃ / diethyl ether; CH₂Cl₂ / 0.25 h / Ambient temperature

2: 69.9 percent / KOH / dimethylformamide / 2 h / Ambient temperature

3: 71 percent / LiAlH₄, AlCl₃ / diethyl ether; CH₂Cl₂ / 1.5 h / Heating

4: 66.6 percent / pyridine / 49 h / 0 - 25 °C

5: 90.6 percent / LiAlH₄ / benzene; diethyl ether / 0.5 h / Heating

With potassium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; In pyridine; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;

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

upstream raw materials:

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

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

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

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

Downstream raw materials:

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

Refernces