methyl 6-O-benzyl-2,3-di-O-(4-methoxybenzyl)-4-O-methyl-β-D-glucopyranoside

Base Information

• Chemical Name: methyl 6-O-benzyl-2,3-di-O-(4-methoxybenzyl)-4-O-methyl-β-D-glucopyranoside
• CAS No.: 445386-82-3
• Molecular Formula: C₃₁H₃₈O₈
• Molecular Weight: 538.638

Synonyms:methyl 6-O-benzyl-2,3-di-O-(4-methoxybenzyl)-4-O-methyl-β-D-glucopyranoside

Chemical Property of methyl 6-O-benzyl-2,3-di-O-(4-methoxybenzyl)-4-O-methyl-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of methyl 6-O-benzyl-2,3-di-O-(4-methoxybenzyl)-4-O-methyl-β-D-glucopyranoside

There total 4 articles about methyl 6-O-benzyl-2,3-di-O-(4-methoxybenzyl)-4-O-methyl-β-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: 96.0%

methyl 6-O-benzyl-2,3-di-O-(4-methoxybenzyl)-β-D-glucopyranoside (445386-80-1) + methyl iodide (74-88-4) → methyl 6-O-benzyl-2,3-di-O-(4-methoxybenzyl)-4-O-methyl-β-D-glucopyranoside (445386-82-3)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 20h;

DOI:10.1016/S0008-6215(02)00048-4

Reference yield:

p-methoxybenzyl chloride (824-94-2) → methyl 6-O-benzyl-2,3-di-O-(4-methoxybenzyl)-4-O-methyl-β-D-glucopyranoside (445386-82-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / NaH / dimethylformamide / 80 h / 20 °C

2: 56 percent / NaCNBH₃; HCl; molecular sieve / diethyl ether; tetrahydrofuran / -20 - 5 °C

3: 96 percent / NaH / tetrahydrofuran / 20 h / 20 °C

With hydrogenchloride; molecular sieve; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(02)00048-4

Reference yield:

(2R,4aR,6R,7R,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol (71117-37-8) → methyl 6-O-benzyl-2,3-di-O-(4-methoxybenzyl)-4-O-methyl-β-D-glucopyranoside (445386-82-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / NaH / dimethylformamide / 80 h / 20 °C

2: 56 percent / NaCNBH₃; HCl; molecular sieve / diethyl ether; tetrahydrofuran / -20 - 5 °C

3: 96 percent / NaH / tetrahydrofuran / 20 h / 20 °C

With hydrogenchloride; molecular sieve; sodium hydride; sodium cyanoborohydride; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(02)00048-4

upstream raw materials:

methyl 6-O-benzyl-2,3-di-O-(4-methoxybenzyl)-β-D-glucopyranoside

methyl iodide

p-methoxybenzyl chloride

(2R,4aR,6R,7R,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Downstream raw materials:

methyl 6-O-benzyl-4-O-methyl-β-D-ribo-hex-3-ulopyranoside

methyl 6-O-benzyl-4-O-methyl-β-D-glucopyranoside

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