(3R,4S,5S)-4-((1S,3R)-4-(benzyloxy)-1-methoxy-3-methylbutyl)-4-hydroxy-5-(hydroxymethyl)-5-((methoxymethoxy)methyl)-1,3-dimethylpyrrolidin-2-one

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Chemical Name:(3R,4S,5S)-4-((1S,3R)-4-(benzyloxy)-1-methoxy-3-methylbutyl)-4-hydroxy-5-(hydroxymethyl)-5-((methoxymethoxy)methyl)-1,3-dimethylpyrrolidin-2-one
CAS No.:1332721-94-4
Molecular Formula:C₂₃H₃₇NO₇
Molecular Weight:439.549
Hs Code.:

Synonyms:(3R,4S,5S)-4-((1S,3R)-4-(benzyloxy)-1-methoxy-3-methylbutyl)-4-hydroxy-5-(hydroxymethyl)-5-((methoxymethoxy)methyl)-1,3-dimethylpyrrolidin-2-one

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Chemical Property of (3R,4S,5S)-4-((1S,3R)-4-(benzyloxy)-1-methoxy-3-methylbutyl)-4-hydroxy-5-(hydroxymethyl)-5-((methoxymethoxy)methyl)-1,3-dimethylpyrrolidin-2-one

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Technology Process of (3R,4S,5S)-4-((1S,3R)-4-(benzyloxy)-1-methoxy-3-methylbutyl)-4-hydroxy-5-(hydroxymethyl)-5-((methoxymethoxy)methyl)-1,3-dimethylpyrrolidin-2-one

There total 12 articles about (3R,4S,5S)-4-((1S,3R)-4-(benzyloxy)-1-methoxy-3-methylbutyl)-4-hydroxy-5-(hydroxymethyl)-5-((methoxymethoxy)methyl)-1,3-dimethylpyrrolidin-2-one 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%

: (3R,4S,5R)-4-((1S,3R)-3-((benzyloxy)methyl)-1-methoxybutyl)-5-((tert-butyldimethylsilyloxy)methyl)-4-hydroxy-5-((methoxymethoxy)methyl)-1,3-dimethylpyrrolidin-2-one

: 1332721-94-4
(3R,4S,5S)-4-((1S,3R)-4-(benzyloxy)-1-methoxy-3-methylbutyl)-4-hydroxy-5-(hydroxymethyl)-5-((methoxymethoxy)methyl)-1,3-dimethylpyrrolidin-2-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/ol202306d

Reference yield:

: 955959-57-6
C₂₀H₂₅NO₇

: 1332721-94-4
(3R,4S,5S)-4-((1S,3R)-4-(benzyloxy)-1-methoxy-3-methylbutyl)-4-hydroxy-5-(hydroxymethyl)-5-((methoxymethoxy)methyl)-1,3-dimethylpyrrolidin-2-one

Guidance literature:: Multi-step reaction with 6 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

3.1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 33 h / 0 - 20 °C / Inert atmosphere

4.1: 2,6-dimethylpyridine / dichloromethane / 6.5 h / -78 °C / Inert atmosphere

5.1: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / dichloromethane / 38 h / 0 °C / Molecular sieve; Inert atmosphere

6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; sodium tetrahydroborate; oxalyl dichloride; tetrabutyl ammonium fluoride; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; 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

: 1332721-94-4
(3R,4S,5S)-4-((1S,3R)-4-(benzyloxy)-1-methoxy-3-methylbutyl)-4-hydroxy-5-(hydroxymethyl)-5-((methoxymethoxy)methyl)-1,3-dimethylpyrrolidin-2-one

Guidance literature:: Multi-step reaction with 7 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

4.1: sodium tetrahydroborate / tetrahydrofuran; ethanol / 33 h / 0 - 20 °C / Inert atmosphere

5.1: 2,6-dimethylpyridine / dichloromethane / 6.5 h / -78 °C / Inert atmosphere

6.1: N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / dichloromethane / 38 h / 0 °C / Molecular sieve; Inert atmosphere

7.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; sodium tetrahydroborate; oxalyl dichloride; tetrabutyl ammonium fluoride; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol202306d