(3aR,6R,6aS)-6-hydroxymethyl-5-(4-methoxybenzyl)-6a-methyl-2,4-dioxohexahydrofuro[2,3-c]pyrrole-6-carboxylic acid methyl ester

Base Information

• Chemical Name: (3aR,6R,6aS)-6-hydroxymethyl-5-(4-methoxybenzyl)-6a-methyl-2,4-dioxohexahydrofuro[2,3-c]pyrrole-6-carboxylic acid methyl ester
• CAS No.: 1055312-49-6
• Molecular Formula: C₁₈H₂₁NO₇
• Molecular Weight: 363.367

Synonyms:(3aR,6R,6aS)-6-hydroxymethyl-5-(4-methoxybenzyl)-6a-methyl-2,4-dioxohexahydrofuro[2,3-c]pyrrole-6-carboxylic acid methyl ester

Chemical Property of (3aR,6R,6aS)-6-hydroxymethyl-5-(4-methoxybenzyl)-6a-methyl-2,4-dioxohexahydrofuro[2,3-c]pyrrole-6-carboxylic acid methyl ester

Chemical Property:

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Technology Process of (3aR,6R,6aS)-6-hydroxymethyl-5-(4-methoxybenzyl)-6a-methyl-2,4-dioxohexahydrofuro[2,3-c]pyrrole-6-carboxylic acid methyl ester

There total 2 articles about (3aR,6R,6aS)-6-hydroxymethyl-5-(4-methoxybenzyl)-6a-methyl-2,4-dioxohexahydrofuro[2,3-c]pyrrole-6-carboxylic acid methyl 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: 84.0%

(3aR,6R,6aS)-6-benzyloxymethyl-5-(4-methoxybenzyl)-6a-methyl-2,4-dioxohexahydrofuro[2,3-c]pyrrole-6-carboxylic acid methyl ester (1055312-47-4) → (3aR,6R,6aS)-6-hydroxymethyl-5-(4-methoxybenzyl)-6a-methyl-2,4-dioxohexahydrofuro[2,3-c]pyrrole-6-carboxylic acid methyl ester (1055312-49-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 18h; under 760.051 Torr;

DOI:10.1016/j.tet.2008.06.038

Reference yield:

C26H29NO8 (1187528-71-7) → (3aR,6R,6aS)-6-hydroxymethyl-5-(4-methoxybenzyl)-6a-methyl-2,4-dioxohexahydrofuro[2,3-c]pyrrole-6-carboxylic acid methyl ester (1055312-49-6)

Guidance literature:

With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 6h;

Reference yield:

(3aR,6R,6aS)-6-hydroxymethyl-5-(4-methoxybenzyl)-6a-methyl-2,4-dioxohexahydrofuro[2,3-c]pyrrole-6-carboxylic acid methyl ester (1055312-49-6) → (3aR,6R,6aS)-6-formyl-5-(4-methoxybenzyl)-6a-methyl-2,4-dioxohexahydrofuro[2,3-c]pyrrole-6-carboxylic acid methyl ester (1055312-50-9)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1016/j.tet.2008.06.038

upstream raw materials:

(3aR,6R,6aS)-6-benzyloxymethyl-5-(4-methoxybenzyl)-6a-methyl-2,4-dioxohexahydrofuro[2,3-c]pyrrole-6-carboxylic acid methyl ester

C₂₆H₂₉NO₈

Downstream raw materials:

(3aR,6R,6aS)-6-formyl-5-(4-methoxybenzyl)-6a-methyl-2,4-dioxohexahydrofuro[2,3-c]pyrrole-6-carboxylic acid methyl ester

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