methyl 6-O-benzoyl-3-O-benzyl-2-(benzyloxycarbonyl)amino-2-deoxy-4-O-(methyl 2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-α-D-glucopyranoside

Base Information

Chemical Name:methyl 6-O-benzoyl-3-O-benzyl-2-(benzyloxycarbonyl)amino-2-deoxy-4-O-(methyl 2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-α-D-glucopyranoside
CAS No.:92955-24-3
Molecular Formula:C₄₇H₅₁NO₁₆
Molecular Weight:885.919
Hs Code.:

methyl 6-O-benzoyl-3-O-benzyl-2-(benzyloxycarbonyl)amino-2-deoxy-4-O-(methyl 2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-α-D-glucopyranoside

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Chemical Property of methyl 6-O-benzoyl-3-O-benzyl-2-(benzyloxycarbonyl)amino-2-deoxy-4-O-(methyl 2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-α-D-glucopyranoside

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Technology Process of methyl 6-O-benzoyl-3-O-benzyl-2-(benzyloxycarbonyl)amino-2-deoxy-4-O-(methyl 2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-α-D-glucopyranoside

There total 12 articles about methyl 6-O-benzoyl-3-O-benzyl-2-(benzyloxycarbonyl)amino-2-deoxy-4-O-(methyl 2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-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: 50.0%

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

: 87907-36-6
methyl 6-O-benzoyl-3-O-benzyl-2-(benzyloxycarbonyl)amino-2-deoxy-α-D-glucopyranoside

: 92955-24-3
methyl 6-O-benzoyl-3-O-benzyl-2-(benzyloxycarbonyl)amino-2-deoxy-4-O-(methyl 2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-α-D-glucopyranoside

Guidance literature:: With 2,6-lutidinium perchlorate; In 1,2-dichloro-ethane; chlorobenzene; for 1h; Heating; other L-idopyranuronate derivative;
DOI:10.1016/0008-6215(84)85281-7

Reference yield:

: 613-90-1
benzoyl cyanide

: 92955-24-3
methyl 6-O-benzoyl-3-O-benzyl-2-(benzyloxycarbonyl)amino-2-deoxy-4-O-(methyl 2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / pyridine / CH₂Cl₂ / 5 h / Ambient temperature

2: 30 percent / 0.2 M 2,6-dimethylpyridinium perchlorate / chlorobenzene; 1,2-dichloro-ethane / 1 h / Heating; other D-glucopyranoside derivative

3: 1.) thiourea, pyridine, ethanol, 2.) pyridine

With pyridine; ethanol; 2,6-lutidinium perchlorate; thiourea; In dichloromethane; 1,2-dichloro-ethane; chlorobenzene;
DOI:10.1016/0008-6215(84)85281-7

Reference yield:

: 100-39-0
benzyl bromide

: 92955-24-3
methyl 6-O-benzoyl-3-O-benzyl-2-(benzyloxycarbonyl)amino-2-deoxy-4-O-(methyl 2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyluronate)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / barium oxide, barium hydroxide octahydrate / dimethylformamide / 5 h

2: 89 percent / 60 percent aq. acetic acid / 0.5 h / 100 °C

3: 90 percent / pyridine / CH₂Cl₂ / 5 h / Ambient temperature

4: 30 percent / 0.2 M 2,6-dimethylpyridinium perchlorate / chlorobenzene; 1,2-dichloro-ethane / 1 h / Heating; other D-glucopyranoside derivative

5: 1.) thiourea, pyridine, ethanol, 2.) pyridine

With pyridine; barium hydroxide octahydrate; ethanol; 2,6-lutidinium perchlorate; acetic acid; thiourea; barium(II) oxide; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; chlorobenzene;
DOI:10.1016/0008-6215(84)85281-7