methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside
• CAS No.: 162680-20-8
• Molecular Formula: C₁₅H₂₀O₇
• Molecular Weight: 312.32
• Mol file: 162680-20-8.mol

Synonyms:methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside

Chemical Property of methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside

There total 2 articles about methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside 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: 99.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + methyl-alpha-D-glucopyranoside (97-30-3) → methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside (162680-20-8)

Guidance literature:

With 1,3,5-trichloro-2,4,6-triazine; In acetonitrile; at 60 ℃; for 0.166667h; regioselective reaction; Sonication; Inert atmosphere;

DOI:10.1039/c2ob25452b

Reference yield: 87.0%

4-methoxy-benzaldehyde (123-11-5) + methyl-alpha-D-glucopyranoside (97-30-3) → methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside (162680-20-8)

Guidance literature:

With 3,4-bis((3,5-bis(trifluoromethyl)phenyl)amino)cyclobut-3-ene-1,2-dione; orthoformic acid triethyl ester; In acetonitrile; at 20 ℃; for 0.17h; Reagent/catalyst; Time; Inert atmosphere;

DOI:10.1002/ejoc.201301116

Reference yield: 100.0%

benzyl bromide (100-39-0) + methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside (162680-20-8) → methyl-2,3-bis-O-benzyl-4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside (90633-88-8)

Guidance literature:

methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 0.166667h;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 1.5h;

DOI:10.1039/c8ob02225a

upstream raw materials:

p-Anisaldehyde dimethyl acetal

methyl-alpha-D-glucopyranoside

4-methoxy-benzaldehyde

Downstream raw materials:

methyl 3-O-benzyl-4,6-O-(p-methoxybenzylidene)-α-D-glucopyranoside

methyl 2-O-benzyl-4,6-O-(p-methoxybenzylidene)-α-D-glucopyranoside

methyl 4,6-O-(4-methoxybenzylidene)-2,3-O-di-(4-methoxyphenylmethyl)-α-D-glucopyranoside

Acetic acid (2R,4aR,6S,7R,8S,8aS)-8-hydroxy-6-methoxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester