Acetic acid (3aS,6aS)-5-benzyl-2,4,6-trioxo-hexahydro-furo[2,3-c]pyrrol-3a-yl ester

Base Information

Chemical Name:Acetic acid (3aS,6aS)-5-benzyl-2,4,6-trioxo-hexahydro-furo[2,3-c]pyrrol-3a-yl ester
CAS No.:460745-69-1
Molecular Formula:C₁₅H₁₃NO₆
Molecular Weight:303.271
Hs Code.:

Synonyms:Acetic acid (3aS,6aS)-5-benzyl-2,4,6-trioxo-hexahydro-furo[2,3-c]pyrrol-3a-yl ester

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Chemical Property of Acetic acid (3aS,6aS)-5-benzyl-2,4,6-trioxo-hexahydro-furo[2,3-c]pyrrol-3a-yl ester

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Technology Process of Acetic acid (3aS,6aS)-5-benzyl-2,4,6-trioxo-hexahydro-furo[2,3-c]pyrrol-3a-yl ester

There total 3 articles about Acetic acid (3aS,6aS)-5-benzyl-2,4,6-trioxo-hexahydro-furo[2,3-c]pyrrol-3a-yl ester 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: 52.0%

: 75-36-5
acetyl chloride

: 100-46-9
benzylamine

: 27750-13-6
(2S,3S)-tetrahydro-3-hydroxy-5-oxo-2,3-furandicarboxylic acid

: 460745-69-1
Acetic acid (3aS,6aS)-5-benzyl-2,4,6-trioxo-hexahydro-furo[2,3-c]pyrrol-3a-yl ester

Guidance literature:: acetyl chloride; (2S,3S)-tetrahydro-3-hydroxy-5-oxo-2,3-furandicarboxylic acid; for 2h; Heating;

benzylamine; In tetrahydrofuran; at 20 ℃; for 4h;

With acetyl chloride; for 18h; Heating;
DOI:10.1016/S0040-4039(02)02781-8

Reference yield:

: 27750-13-6
(2S,3S)-tetrahydro-3-hydroxy-5-oxo-2,3-furandicarboxylic acid

: 460745-69-1
Acetic acid (3aS,6aS)-5-benzyl-2,4,6-trioxo-hexahydro-furo[2,3-c]pyrrol-3a-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: Reflux

2.1: tetrahydrofuran / 5 h / 0 - 20 °C

2.2: 10 h / Reflux

In tetrahydrofuran;
DOI:10.1021/acs.jnatprod.0c00211

Reference yield:

: (3aS,6aS)-2,4,6-trioxohexahydrofuro[3,4-b]furan-3a-yl acetate

: 100-46-9
benzylamine

: 460745-69-1
Acetic acid (3aS,6aS)-5-benzyl-2,4,6-trioxo-hexahydro-furo[2,3-c]pyrrol-3a-yl ester

Guidance literature:: (3aS,6aS)-2,4,6-trioxohexahydrofuro[3,4-b]furan-3a-yl acetate; benzylamine; In tetrahydrofuran; at 0 - 20 ℃; for 5h;

With acetyl chloride; for 10h; Reflux;
DOI:10.1021/acs.jnatprod.0c00211