benzyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-6-O-trityl-α-D-mannopyranoside

Base Information

• Chemical Name: benzyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-6-O-trityl-α-D-mannopyranoside
• CAS No.: 159353-21-6
• Molecular Formula: C₄₃H₄₄O₇
• Molecular Weight: 672.818

Synonyms:benzyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-6-O-trityl-α-D-mannopyranoside

Chemical Property of benzyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-6-O-trityl-α-D-mannopyranoside

Chemical Property:

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Technology Process of benzyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-6-O-trityl-α-D-mannopyranoside

There total 2 articles about benzyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-6-O-trityl-α-D-mannopyranoside 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:

benzyl 6-O-triphenylmethyl-α-D-mannopyranoside (77455-30-2) → benzyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-6-O-trityl-α-D-mannopyranoside (159353-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 83.6 percent / toluene-p-sulfonic acid / 2 h / Ambient temperature

2: 1.) NaH / 1.) DMF, 30 min, 2.) DMF, THF, 2 h

With sodium hydride; toluene-4-sulfonic acid;

DOI:10.1016/0008-6215(94)84004-0

Reference yield:

p-methoxybenzyl chloride (824-94-2) + benzyl 2,3-O-isopropylidene-6-O-trityl-α-D-mannopyranoside (159353-20-5) → benzyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-6-O-trityl-α-D-mannopyranoside (159353-21-6)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DMF, 30 min, 2.) DMF, THF, 2 h;

DOI:10.1016/0008-6215(94)84004-0

Reference yield: 60.4%

benzyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-6-O-trityl-α-D-mannopyranoside (159353-21-6) → benzyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-α-D-mannopyranoside (159353-22-7)

Guidance literature:

With formic acid; In ethyl acetate; for 1h; Ambient temperature;

DOI:10.1016/0008-6215(94)84004-0

upstream raw materials:

p-methoxybenzyl chloride

benzyl 2,3-O-isopropylidene-6-O-trityl-α-D-mannopyranoside

benzyl 6-O-triphenylmethyl-α-D-mannopyranoside

Downstream raw materials:

benzyl 2,3-O-isopropylidene-4-O-p-methoxybenzyl-α-D-mannopyranoside

(3aS,4S,6S,7S,7aS)-4-Benzyloxy-7-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-carbaldehyde

benzyl 7-O-allyl-6-O-benzyl-4-O-p-methoxybenzyl-L-glycero-α-D-manno-heptopyranoside

benzyl 7-O-allyl-6-O-benzyl-2,3-O-isopropylidene-4-O-p-methoxybenzyl-L-glycero-α-D-manno-heptopyranoside

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