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

Base Information

Chemical Name:2,4-di-O-acetyl-3-O-benzyl-β-L-idopyranurono-1,6-lactone
CAS No.:1394857-21-6
Molecular Formula:C₁₇H₁₈O₈
Molecular Weight:350.325
Hs Code.:

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

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Chemical Property of 2,4-di-O-acetyl-3-O-benzyl-β-L-idopyranurono-1,6-lactone

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Technology Process of 2,4-di-O-acetyl-3-O-benzyl-β-L-idopyranurono-1,6-lactone

There total 5 articles about 2,4-di-O-acetyl-3-O-benzyl-β-L-idopyranurono-1,6-lactone 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: 80.0%

: 3-O-benzyl-L-iduronic acid

: 108-24-7
acetic anhydride

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

Guidance literature:: 3-O-benzyl-L-iduronic acid; With 1-methyl-1H-imidazole; In acetonitrile; at 0 ℃; for 0.0833333h;

With p-toluenesulfonyl chloride; In acetonitrile; at 0 ℃; for 1.5h;

acetic anhydride; Further stages;
DOI:10.1021/jo502776f

Reference yield: 53.0%

: 1394857-11-4
1,2,4-tri-O-acetyl-3-O-benzyl-β-L-idopyranuronic acid

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

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 30h; Inert atmosphere;
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