methyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranoside

Base Information

• Chemical Name: methyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranoside
• CAS No.: 72813-11-7
• Molecular Formula: C₁₈H₂₂O₈
• Molecular Weight: 366.368
• Mol file: 72813-11-7.mol

Synonyms:methyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranoside

Chemical Property of methyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranoside

There total 27 articles about methyl 2,3-di-O-acetyl-4,6-O-benzylidene-β-D-galactopyranoside 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%

acetic anhydride (108-24-7) + 4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside (3162-96-7) → methyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyraniside (2774-22-3,4141-45-1,6748-84-1,6752-75-6,15451-81-7,20750-01-0,35311-30-9,56687-82-2,59121-47-0,72813-11-7,76333-82-9,112968-15-7,130464-34-5)

Guidance literature:

With pyridine; for 2h;

DOI:10.1016/S0040-4020(02)00684-1

Reference yield: 95.0%

acetic anhydride (108-24-7) + methyl-4,6-O-phenylmethylene-α-D-mannopyranoside (3162-96-7,4148-58-7,4153-17-7,4288-93-1,5328-47-2,6988-39-2,13566-32-0,14155-23-8,27994-50-9,37093-57-5,37093-59-7,57701-27-6,59168-66-0,64552-06-3,65391-13-1,65391-14-2,65530-26-9,66512-65-0,71117-36-7,71117-37-8,71117-41-4,72904-85-9,74560-56-8,79549-74-9,86783-81-5,96093-51-5,98633-13-7,110415-35-5,110415-36-6,110850-29-8,124020-29-7,126924-12-7,129263-21-4,131433-03-9,145920-49-6,146863-04-9) → 2,3-O-diacetyl-(4,6-O-benzylidene)methyl-α-D-mannopyranoside (2774-22-3,4141-45-1,6748-84-1,6752-75-6,15451-81-7,20750-01-0,35311-30-9,56687-82-2,59121-47-0,72813-11-7,76333-82-9,112968-15-7,130464-34-5)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; In acetonitrile; at 90 ℃; for 8h; Sonication; Inert atmosphere;

DOI:10.1039/c2ob25452b

Reference yield: 90.0%

benzaldehyde dimethyl acetal (1125-88-8) + acetic anhydride (108-24-7) + methyl-alpha-D-glucopyranoside (97-30-3) → methyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyraniside (2774-22-3,4141-45-1,6748-84-1,6752-75-6,15451-81-7,20750-01-0,35311-30-9,56687-82-2,59121-47-0,72813-11-7,76333-82-9,112968-15-7,130464-34-5)

Guidance literature:

benzaldehyde dimethyl acetal; methyl-alpha-D-glucopyranoside; With toluene-4-sulfonic acid; In acetonitrile; at 25 ℃; Inert atmosphere;

acetic anhydride; In acetonitrile; at 40 ℃; Inert atmosphere;

DOI:10.1055/s-0028-1087913

upstream raw materials:

pyridine

acetic anhydride

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

acetyl chloride

Downstream raw materials:

Benzoic acid (2R,3R,4S,5R,6S)-4,5-diacetoxy-6-methoxy-2-methyl-tetrahydro-pyran-3-yl ester

Benzoic acid (2S,4S,5R,6S)-4,5-diacetoxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester

4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

methyl 2,3-di-O-acetyl-6-O-benzyl-α-D-glucopyranoside