methyl 4,6-O-benzylidene-2-O-p-methoxybenzyl-α-D-arabino-hexopyranosid-3-ulose

Base Information

• Chemical Name: methyl 4,6-O-benzylidene-2-O-p-methoxybenzyl-α-D-arabino-hexopyranosid-3-ulose
• CAS No.: 798557-18-3
• Molecular Formula: C₂₂H₂₄O₇
• Molecular Weight: 400.428

Synonyms:methyl 4,6-O-benzylidene-2-O-p-methoxybenzyl-α-D-arabino-hexopyranosid-3-ulose

Chemical Property of methyl 4,6-O-benzylidene-2-O-p-methoxybenzyl-α-D-arabino-hexopyranosid-3-ulose

Chemical Property:

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Technology Process of methyl 4,6-O-benzylidene-2-O-p-methoxybenzyl-α-D-arabino-hexopyranosid-3-ulose

There total 3 articles about methyl 4,6-O-benzylidene-2-O-p-methoxybenzyl-α-D-arabino-hexopyranosid-3-ulose 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: 76.0%

methyl 4,6-O-benzylidene-2-O-p-methoxybenzyl-α-D-mannopyranoside (798557-17-2) → methyl 4,6-O-benzylidene-2-O-p-methoxybenzyl-α-D-arabino-hexopyranosid-3-ulose (798557-18-3)

Guidance literature:

With dipyridinium dichromate; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/ol048648u

Reference yield:

p-methoxybenzyl chloride (824-94-2) → methyl 4,6-O-benzylidene-2-O-p-methoxybenzyl-α-D-arabino-hexopyranosid-3-ulose (798557-18-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 43 percent / NaH / dimethylformamide / 1 h / 0 °C

2: 76 percent / PDC / CH₂Cl₂ / 3 h / 20 °C

With dipyridinium dichromate; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol048648u

Reference yield:

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) → methyl 4,6-O-benzylidene-2-O-p-methoxybenzyl-α-D-arabino-hexopyranosid-3-ulose (798557-18-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 43 percent / NaH / dimethylformamide / 1 h / 0 °C

2: 76 percent / PDC / CH₂Cl₂ / 3 h / 20 °C

With dipyridinium dichromate; sodium hydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol048648u

upstream raw materials:

methyl 4,6-O-benzylidene-2-O-p-methoxybenzyl-α-D-mannopyranoside

p-methoxybenzyl chloride

methyl-4,6-O-phenylmethylene-α-D-mannopyranoside

Downstream raw materials:

methyl 3,3'-anhydro-4,6-O-benzylidene-3-C-hydroxymethyl-2-O-p-methoxybenzyl-α-D-manno-hexopyranoside

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