methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(methyl orthoacetate)

Base Information

Chemical Name:methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(methyl orthoacetate)
CAS No.:87326-81-6
Molecular Formula:C₁₉H₂₄O₉
Molecular Weight:396.394
Hs Code.:

Synonyms:methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(methyl orthoacetate)

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Chemical Property of methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(methyl orthoacetate)

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Technology Process of methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(methyl orthoacetate)

There total 13 articles about methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(methyl orthoacetate) 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: 75.0%

: 67-56-1
methanol

: 87326-79-2
methyl 1,2,4-tri-O-acetyl-3-O-benzyl-β-L-idopyranosyluronate

: 87326-81-6
methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(methyl orthoacetate)

Guidance literature:: methyl 1,2,4-tri-O-acetyl-3-O-benzyl-β-L-idopyranosyluronate; With titanium(IV) bromide; In dichloromethane; at 20 ℃; for 16h; Darkness; Inert atmosphere;

methanol; With 2,4,6-trimethyl-pyridine; In dichloromethane; at 20 ℃; for 14h; Inert atmosphere;
DOI:10.1021/ja4027727

Reference yield: 73.0%

: 67-56-1
methanol

: 87327-03-5
methyl (2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyl bromide)uronate

: 87326-81-6
methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(methyl orthoacetate)

Guidance literature:: With 2,4,6-trimethyl-pyridine; In dichloromethane; for 20h; Ambient temperature;
DOI:10.1016/0008-6215(84)85281-7

Reference yield:

: 87326-77-0,87326-78-1
methyl 3-O-benzyl-L-idopyranosyluronate

: 87326-81-6
methyl 4-O-acetyl-3-O-benzyl-β-L-idopyranuronate 1,2-(methyl orthoacetate)

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; pyridine / dichloromethane / 10 h / -40 °C / Inert atmosphere

2.1: titanium(IV) bromide / dichloromethane / 16 h / 20 °C / Darkness; Inert atmosphere

2.2: 14 h / 20 °C / Inert atmosphere

With pyridine; dmap; titanium(IV) bromide; In dichloromethane;
DOI:10.1021/ja4027727