1,2,4-tri-O-acetyl-3-O-benzyl-β-L-idopyranuronamide

Base Information

Chemical Name:1,2,4-tri-O-acetyl-3-O-benzyl-β-L-idopyranuronamide
CAS No.:1394857-19-2
Molecular Formula:C₁₉H₂₃NO₉
Molecular Weight:409.393
Hs Code.:

Synonyms:1,2,4-tri-O-acetyl-3-O-benzyl-β-L-idopyranuronamide

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Chemical Property of 1,2,4-tri-O-acetyl-3-O-benzyl-β-L-idopyranuronamide

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Technology Process of 1,2,4-tri-O-acetyl-3-O-benzyl-β-L-idopyranuronamide

There total 2 articles about 1,2,4-tri-O-acetyl-3-O-benzyl-β-L-idopyranuronamide 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: 69.0%

: 3-O-benzyl-L-idopyranuronamide

: 108-24-7
acetic anhydride

: 1394857-19-2
1,2,4-tri-O-acetyl-3-O-benzyl-β-L-idopyranuronamide

Guidance literature:: 3-O-benzyl-L-idopyranuronamide; acetic anhydride; With dmap; In dichloromethane; at 0 - 20 ℃; for 4h;

With pyridine; In dichloromethane; for 16h;
DOI:10.1021/jo300722y

Reference yield:

: 915154-60-8
3-O-benzyl-1,2-O-isopropylidene-α-L-idofuranonitrile

: 1394857-19-2
1,2,4-tri-O-acetyl-3-O-benzyl-β-L-idopyranuronamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogenchloride; water / tetrahydrofuran / 4 h / 0 - 20 °C

2.1: dmap / dichloromethane / 4 h / 0 - 20 °C

2.2: 16 h

With hydrogenchloride; dmap; water; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo300722y

Reference yield:

: 1394857-19-2
1,2,4-tri-O-acetyl-3-O-benzyl-β-L-idopyranuronamide

: 1394857-21-6
2,4-di-O-acetyl-3-O-benzyl-β-L-idopyranurono-1,6-lactone

Guidance literature:: Multi-step reaction with 2 steps

1: isopentyl nitrite; acetic acid / 5 h / 90 °C / Inert atmosphere

2: trimethylsilyl trifluoromethanesulfonate / dichloromethane / 30 h / 20 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; acetic acid; isopentyl nitrite; In dichloromethane;
DOI:10.1021/jo300722y