methyl 4-O-acetyl-3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)-ethylidene]-β-L-idopyranuronate

Base Information

Chemical Name:methyl 4-O-acetyl-3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)-ethylidene]-β-L-idopyranuronate
CAS No.:1447801-57-1
Molecular Formula:C₂₃H₃₀O₉
Molecular Weight:450.486
Hs Code.:

Synonyms:methyl 4-O-acetyl-3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)-ethylidene]-β-L-idopyranuronate

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Chemical Property of methyl 4-O-acetyl-3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)-ethylidene]-β-L-idopyranuronate

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Technology Process of methyl 4-O-acetyl-3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)-ethylidene]-β-L-idopyranuronate

There total 2 articles about methyl 4-O-acetyl-3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)-ethylidene]-β-L-idopyranuronate 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: 60.0%

: 821-09-0
n-Pent-4-enyl alcohol

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

: 1447801-57-1
methyl 4-O-acetyl-3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)-ethylidene]-β-L-idopyranuronate

Guidance literature:: methyl 1,2,4-tri-O-acetyl-3-O-benzyl-β-L-idopyranosyluronate; With hydrogen bromide; In dichloromethane; acetic acid; at 0 ℃; for 3h;

n-Pent-4-enyl alcohol; With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 20h; Inert atmosphere;
DOI:10.1021/jo400467g

Reference yield:

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

: 1447801-57-1
methyl 4-O-acetyl-3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)-ethylidene]-β-L-idopyranuronate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dmap; pyridine / dichloromethane / -40 - 20 °C

2.1: hydrogen bromide / dichloromethane; acetic acid / 3 h / 0 °C

2.2: 20 h / 20 °C / Inert atmosphere

With pyridine; dmap; hydrogen bromide; In dichloromethane; acetic acid;
DOI:10.1021/jo400467g

Reference yield:

: 1447801-57-1
methyl 4-O-acetyl-3-O-benzyl-1,2-O-[(1-pent-4-enyloxy)-ethylidene]-β-L-idopyranuronate

: 120312-09-6
tert-Butyldimethylsilyl-2-azido-3,6-di-O-benzyl-2-desoxy-β-D-glucopyranosid

: 1447802-15-4
tert-butyldimethylsilyl 2-azido-3,6-di-O-benzyl-2-deoxy-4-O-(methyl(2,4-di-O-acetyl-3-O-benzyl-α-L-idopyranosyl)-uronate)-D-glucopyranose

: 1447802-16-5
C₄₂H₅₅N₃O₁₂Si

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jo400467g