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

Base Information

• Chemical Name: methyl 4,6-O-(4-methoxybenzylidene)-2,3-O-di-(4-methoxyphenylmethyl)-α-D-glucopyranoside
• CAS No.: 342789-77-9
• Molecular Formula: C₃₁H₃₆O₉
• Molecular Weight: 552.621

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

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

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

There total 2 articles about methyl 4,6-O-(4-methoxybenzylidene)-2,3-O-di-(4-methoxyphenylmethyl)-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: 81.0%

p-Methoxybenzyl bromide (2746-25-0) + methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside (162680-20-8) → methyl 4,6-O-(4-methoxybenzylidene)-2,3-O-di-(4-methoxyphenylmethyl)-α-D-glucopyranoside (342789-77-9)

Guidance literature:

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

p-Methoxybenzyl bromide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.5h;

DOI:10.1016/j.carres.2009.12.024

Reference yield: 78.8%

p-methoxybenzyl chloride (824-94-2) + methyl 4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside (162680-20-8) → methyl 4,6-O-(4-methoxybenzylidene)-2,3-O-di-(4-methoxyphenylmethyl)-α-D-glucopyranoside (342789-77-9)

Guidance literature:

With sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; at 90 ℃; for 0.5h;

DOI:10.1021/jo001575h

Reference yield: 63.9%

methyl 4,6-O-(4-methoxybenzylidene)-2,3-O-di-(4-methoxyphenylmethyl)-α-D-glucopyranoside (342789-77-9) → methyl 2,3,4,-tri-O-(4-methoxybenzyl)-α-D-glucopyranoside (137915-48-1)

Guidance literature:

With chloro-trimethyl-silane; 3 A molecular sieve; sodium cyanoborohydride; In acetonitrile; at -20 ℃; for 0.5h;

DOI:10.1021/jo001575h

upstream raw materials:

p-methoxybenzyl chloride

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

p-Methoxybenzyl bromide

Downstream raw materials:

methyl 2,3,4,-tri-O-(4-methoxybenzyl)-α-D-glucopyranoside

(2S,3S,4S,5R,6S)-6-Methoxy-3,4,5-tris-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carbaldehyde

D-1-O-acetyl-3,4,5-O-trimethoxybenzyl-myo-inositol

(1R,2R,3S,4R,5S)-2-hydroxy-3,4,5-tri-O-(4-methoxybenzyl)-6-oxocyclohexyl acetate

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