methyl 2,3-di-O-benzyl-6-O-(p-methoxybenzyl)-α-D-xylohexopyranosid-4-ulose

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Chemical Name:methyl 2,3-di-O-benzyl-6-O-(p-methoxybenzyl)-α-D-xylohexopyranosid-4-ulose
CAS No.:127239-16-1
Molecular Formula:C₂₉H₃₂O₇
Molecular Weight:492.569
Hs Code.:

Synonyms:methyl 2,3-di-O-benzyl-6-O-(p-methoxybenzyl)-α-D-xylohexopyranosid-4-ulose

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Chemical Property of methyl 2,3-di-O-benzyl-6-O-(p-methoxybenzyl)-α-D-xylohexopyranosid-4-ulose

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Technology Process of methyl 2,3-di-O-benzyl-6-O-(p-methoxybenzyl)-α-D-xylohexopyranosid-4-ulose

There total 5 articles about methyl 2,3-di-O-benzyl-6-O-(p-methoxybenzyl)-α-D-xylohexopyranosid-4-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: 95.0%

: 90633-94-6,94827-30-2,90633-89-9
methyl 2,3-di-O-benzyl-6-O-(4-methoxybenzyl)-α-D-glucopyranoside

: 127239-16-1
methyl 2,3-di-O-benzyl-6-O-(p-methoxybenzyl)-α-D-xylohexopyranosid-4-ulose

Guidance literature:: With acetic anhydride; dimethyl sulfoxide; In dimethyl sulfoxide;
DOI:10.1016/S0040-4039(01)93326-X

Reference yield:

: 90633-88-8
methyl-2,3-bis-O-benzyl-4,6-O-[(R)-(4-methoxyphenyl)methylene]-α-D-glucopyranoside

: 127239-16-1
methyl 2,3-di-O-benzyl-6-O-(p-methoxybenzyl)-α-D-xylohexopyranosid-4-ulose

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / NaBH₃CN, CF₃CO₂H, MS 3A / dimethylformamide / 12 h / Ambient temperature

2: (COCl)2, DMSO, Et₃N / CH₂Cl₂ / -60 °C

With oxalyl dichloride; sodium cyanoborohydride; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(96)00046-9

Reference yield:

: 97-30-3
methyl-alpha-D-glucopyranoside

: 127239-16-1
methyl 2,3-di-O-benzyl-6-O-(p-methoxybenzyl)-α-D-xylohexopyranosid-4-ulose

Guidance literature:: Multi-step reaction with 4 steps

1.1: camphor-10-sulfonic acid / N,N-dimethyl-formamide / 2 h / 60 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

3.1: trifluoroacetic acid; sodium cyanoborohydride / N,N-dimethyl-formamide / 12 h / 0 - 20 °C / Molecular sieve

4.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C / Inert atmosphere

4.2: 0.5 h / -78 - 0 °C / Inert atmosphere

With oxalyl dichloride; sodium hydride; camphor-10-sulfonic acid; sodium cyanoborohydride; dimethyl sulfoxide; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide; mineral oil; 4.1: |Swern Oxidation / 4.2: |Swern Oxidation;
DOI:10.1002/ejoc.201400028