methyl 3,4-di-O-benzyl-6-deoxy-6-iodo-2-O-(p-methoxybenzyl)-α-D-glucopyranoside

Base Information

Chemical Name:methyl 3,4-di-O-benzyl-6-deoxy-6-iodo-2-O-(p-methoxybenzyl)-α-D-glucopyranoside
CAS No.:1184705-54-1
Molecular Formula:C₂₉H₃₃IO₆
Molecular Weight:604.482
Hs Code.:

Synonyms:methyl 3,4-di-O-benzyl-6-deoxy-6-iodo-2-O-(p-methoxybenzyl)-α-D-glucopyranoside

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Chemical Property of methyl 3,4-di-O-benzyl-6-deoxy-6-iodo-2-O-(p-methoxybenzyl)-α-D-glucopyranoside

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Technology Process of methyl 3,4-di-O-benzyl-6-deoxy-6-iodo-2-O-(p-methoxybenzyl)-α-D-glucopyranoside

There total 7 articles about methyl 3,4-di-O-benzyl-6-deoxy-6-iodo-2-O-(p-methoxybenzyl)-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: 94.0%

: 214068-24-3
methyl 3,4-di-O-benzyl-2-O-(p-methoxybenzyl)-α-D-glucopyranoside

: 1184705-54-1
methyl 3,4-di-O-benzyl-6-deoxy-6-iodo-2-O-(p-methoxybenzyl)-α-D-glucopyranoside

Guidance literature:: methyl 3,4-di-O-benzyl-2-O-(p-methoxybenzyl)-α-D-glucopyranoside; With 1H-imidazole; triphenylphosphine; In toluene; Co-concentrating;

With iodine; In tetrahydrofuran; at 67 ℃;
DOI:10.1002/ejoc.200900310

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 1184705-54-1
methyl 3,4-di-O-benzyl-6-deoxy-6-iodo-2-O-(p-methoxybenzyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: tetra-(n-butyl)ammonium iodide; di(n-butyl)tin oxide / acetonitrile / 16 h / 82 °C / Soxhlet apparatus; Molecular sieve

2.1: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide / 0 °C

2.2: 0 - 20 °C

3.1: methanol; sulfuric acid / 3.25 h / 20 °C

4.1: 1H-imidazole; triphenylphosphine / toluene / Co-concentrating

4.2: 67 °C

With 1H-imidazole; methanol; sulfuric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; di(n-butyl)tin oxide; triphenylphosphine; In N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1002/ejoc.200900310

Reference yield:

: methyl 3,4-di-O-benzyl-2-O-(p-methoxybenzyl)-6-O-trityl-α-D-glucopyranoside

: 1184705-54-1
methyl 3,4-di-O-benzyl-6-deoxy-6-iodo-2-O-(p-methoxybenzyl)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: methanol; sulfuric acid / 3.25 h / 20 °C

2.1: 1H-imidazole; triphenylphosphine / toluene / Co-concentrating

2.2: 67 °C

With 1H-imidazole; methanol; sulfuric acid; triphenylphosphine; In toluene;
DOI:10.1002/ejoc.200900310