(3R,3aS,4S,6aS)-4-((R)-3-(benzyloxy)-2-methylpropyl)-dihydro-3a-hydroxy-6a-((methoxymethoxy)methyl)-1,3-dimethyl-1H-furo[3,4-b]pyrrole-2,6(3H,6aH)-dione

Base Information

Chemical Name:(3R,3aS,4S,6aS)-4-((R)-3-(benzyloxy)-2-methylpropyl)-dihydro-3a-hydroxy-6a-((methoxymethoxy)methyl)-1,3-dimethyl-1H-furo[3,4-b]pyrrole-2,6(3H,6aH)-dione
CAS No.:1332721-93-3
Molecular Formula:C₂₂H₃₁NO₇
Molecular Weight:421.491
Hs Code.:

Synonyms:(3R,3aS,4S,6aS)-4-((R)-3-(benzyloxy)-2-methylpropyl)-dihydro-3a-hydroxy-6a-((methoxymethoxy)methyl)-1,3-dimethyl-1H-furo[3,4-b]pyrrole-2,6(3H,6aH)-dione

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Chemical Property of (3R,3aS,4S,6aS)-4-((R)-3-(benzyloxy)-2-methylpropyl)-dihydro-3a-hydroxy-6a-((methoxymethoxy)methyl)-1,3-dimethyl-1H-furo[3,4-b]pyrrole-2,6(3H,6aH)-dione

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Technology Process of (3R,3aS,4S,6aS)-4-((R)-3-(benzyloxy)-2-methylpropyl)-dihydro-3a-hydroxy-6a-((methoxymethoxy)methyl)-1,3-dimethyl-1H-furo[3,4-b]pyrrole-2,6(3H,6aH)-dione

There total 8 articles about (3R,3aS,4S,6aS)-4-((R)-3-(benzyloxy)-2-methylpropyl)-dihydro-3a-hydroxy-6a-((methoxymethoxy)methyl)-1,3-dimethyl-1H-furo[3,4-b]pyrrole-2,6(3H,6aH)-dione 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: 100.0%

: 955959-48-5
(3R,3aS,4S,6aS)-4-((R)-3-(benzyloxy)-2-methylpropyl)-dihydro-3a-hydroxy-6a-(hydroxymethyl)-1,3-dimethyl-1H-furo[3,4-b]pyrrole-2,6(3H,6aH)-dione

: 107-30-2
chloromethyl methyl ether

: 1332721-93-3
(3R,3aS,4S,6aS)-4-((R)-3-(benzyloxy)-2-methylpropyl)-dihydro-3a-hydroxy-6a-((methoxymethoxy)methyl)-1,3-dimethyl-1H-furo[3,4-b]pyrrole-2,6(3H,6aH)-dione

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 45h; Inert atmosphere;
DOI:10.1021/ol202306d

Reference yield:

: 955959-57-6
C₂₀H₂₅NO₇

: 1332721-93-3
(3R,3aS,4S,6aS)-4-((R)-3-(benzyloxy)-2-methylpropyl)-dihydro-3a-hydroxy-6a-((methoxymethoxy)methyl)-1,3-dimethyl-1H-furo[3,4-b]pyrrole-2,6(3H,6aH)-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 25 h / 20 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 45 h / 0 - 20 °C / Inert atmosphere

With oxalyl dichloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol202306d

Reference yield:

: 955959-40-7
(3R,3aS,4S,6aR)-methyl 4-((R)-3-(benzyloxy)-2-methylpropyl)-hexahydro-3a-hydroxy-1,3-dimethyl-2,6-dioxo-1H-furo[3,4-b]pyrrole-6a-carboxylate

: 1332721-93-3
(3R,3aS,4S,6aS)-4-((R)-3-(benzyloxy)-2-methylpropyl)-dihydro-3a-hydroxy-6a-((methoxymethoxy)methyl)-1,3-dimethyl-1H-furo[3,4-b]pyrrole-2,6(3H,6aH)-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hydroxide / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

2.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 25 h / 20 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 45 h / 0 - 20 °C / Inert atmosphere

With oxalyl dichloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol202306d