methyl 4-O-benzyl-endo-2,3-O-benzylidene-α-L-rhamnopyranoside

Base Information

• Chemical Name: methyl 4-O-benzyl-endo-2,3-O-benzylidene-α-L-rhamnopyranoside
• CAS No.: 61199-76-6
• Molecular Formula: C₂₁H₂₄O₅
• Molecular Weight: 356.419
• Mol file: 61199-76-6.mol

Synonyms:methyl 4-O-benzyl-endo-2,3-O-benzylidene-α-L-rhamnopyranoside

Chemical Property of methyl 4-O-benzyl-endo-2,3-O-benzylidene-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-O-benzyl-endo-2,3-O-benzylidene-α-L-rhamnopyranoside

There total 8 articles about methyl 4-O-benzyl-endo-2,3-O-benzylidene-α-L-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: 77.0%

methyl 4-O-benzyl-α-L-rhamnopyranoside (25019-69-6) + benzaldehyde dimethyl acetal (1125-88-8) → methyl 4-O-benzyl-2,3-O-(S)-benzylidene-α-L-rhamnopyranoside (61199-75-5) + methyl 4-O-benzyl-endo-2,3-O-benzylidene-α-L-rhamnopyranoside (61199-76-6)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; for 0.25h; Yield given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/0008-6215(93)84142-S

Reference yield: 72.5%

methyl endo-2,3-O-benzylidene-α-L-rhamnopyranoside (65529-48-8) + benzyl chloride (100-44-7) → methyl 4-O-benzyl-endo-2,3-O-benzylidene-α-L-rhamnopyranoside (61199-76-6)

Guidance literature:

With potassium hydroxide; at 105 ℃; for 4h;

DOI:10.1016/0040-4020(80)87028-1

Reference yield: 45.0%

methyl 4-O-benzyl-α-L-rhamnopyranoside (25019-69-6) + benzaldehyde dimethyl acetal (1125-88-8) → methyl 4-O-benzyl-endo-2,3-O-benzylidene-α-L-rhamnopyranoside (61199-76-6)

Guidance literature:

With toluene-4-sulfonic acid; 1h, 55 deg C, 1h, 20 deg C;

DOI:10.1016/0008-6215(90)84180-3

upstream raw materials:

methyl 4-O-benzyl-α-L-rhamnopyranoside

benzaldehyde dimethyl acetal

methyl endo-2,3-O-benzylidene-α-L-rhamnopyranoside

benzyl chloride

Downstream raw materials:

(2R,3R,4R,5R,6S)-3,5-Bis-benzyloxy-2-methoxy-6-methyl-tetrahydro-pyran-4-ol

methyl-3,4-di-O-benzyl-α-L-rhamnopyranoside

2,4-di-O-benzyl-α-L-rhamnopyranoside

methyl 6-deoxy-3-O-methyl-α-L-mannopyranoside