ethyl (5R,6S)-6-acetoxy-5-(acetoxymethyl)-2-methyl-1-phenyl-1,4,5,6-tetrahydropyrano[3,2-b]pyrrole-3-carboxylate

Base Information

Chemical Name:ethyl (5R,6S)-6-acetoxy-5-(acetoxymethyl)-2-methyl-1-phenyl-1,4,5,6-tetrahydropyrano[3,2-b]pyrrole-3-carboxylate
CAS No.:1259035-28-3
Molecular Formula:C₂₂H₂₅NO₇
Molecular Weight:415.443
Hs Code.:

Synonyms:ethyl (5R,6S)-6-acetoxy-5-(acetoxymethyl)-2-methyl-1-phenyl-1,4,5,6-tetrahydropyrano[3,2-b]pyrrole-3-carboxylate

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Chemical Property of ethyl (5R,6S)-6-acetoxy-5-(acetoxymethyl)-2-methyl-1-phenyl-1,4,5,6-tetrahydropyrano[3,2-b]pyrrole-3-carboxylate

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Technology Process of ethyl (5R,6S)-6-acetoxy-5-(acetoxymethyl)-2-methyl-1-phenyl-1,4,5,6-tetrahydropyrano[3,2-b]pyrrole-3-carboxylate

There total 2 articles about ethyl (5R,6S)-6-acetoxy-5-(acetoxymethyl)-2-methyl-1-phenyl-1,4,5,6-tetrahydropyrano[3,2-b]pyrrole-3-carboxylate 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: 92.0%

: C₁₈H₂₁NO₅

: 108-24-7
acetic anhydride

: 1259035-28-3
ethyl (5R,6S)-6-acetoxy-5-(acetoxymethyl)-2-methyl-1-phenyl-1,4,5,6-tetrahydropyrano[3,2-b]pyrrole-3-carboxylate

Guidance literature:: With dmap; In dichloromethane; at 20 ℃; for 0.5h; Green chemistry;
DOI:10.1039/c4ra14379e

Reference yield:

: 2280-44-6
D-Glucose

: 141-97-9
ethyl acetoacetate

: 62-53-3
aniline

: 1259035-28-3
ethyl (5R,6S)-6-acetoxy-5-(acetoxymethyl)-2-methyl-1-phenyl-1,4,5,6-tetrahydropyrano[3,2-b]pyrrole-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: choline chloride; urea / neat (no solvent) / 80 °C / Green chemistry

2: dmap / dichloromethane / 0.5 h / 20 °C / Green chemistry

With dmap; choline chloride; urea; In dichloromethane; 1: |Knoevenagel Condensation;
DOI:10.1039/c4ra14379e