(3S,4S,5S)-3-hydroxy-5-((S)-hydroxy(phenyl)methyl)-1-methyl-4-phenylpyrrolidin-2-one

Base Information

Chemical Name:(3S,4S,5S)-3-hydroxy-5-((S)-hydroxy(phenyl)methyl)-1-methyl-4-phenylpyrrolidin-2-one
CAS No.:608128-77-4
Molecular Formula:C₁₈H₁₉NO₃
Molecular Weight:297.354
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4S,5S)-3-hydroxy-5-((S)-hydroxy(phenyl)methyl)-1-methyl-4-phenylpyrrolidin-2-one

Chemical Property:

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Technology Process of (3S,4S,5S)-3-hydroxy-5-((S)-hydroxy(phenyl)methyl)-1-methyl-4-phenylpyrrolidin-2-one

There total 10 articles about (3S,4S,5S)-3-hydroxy-5-((S)-hydroxy(phenyl)methyl)-1-methyl-4-phenylpyrrolidin-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:

: C₃₂H₃₃NO₆S

: 608128-77-4
(3S,4S,5S)-3-hydroxy-5-((S)-hydroxy(phenyl)methyl)-1-methyl-4-phenylpyrrolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: dichloromethane / 0 °C / Inert atmosphere

2: naphthalene; sodium / tetrahydrofuran; 1,2-dimethoxyethane / 0.75 h / -78 °C / Inert atmosphere

3: hydrogen; palladium on activated charcoal / ethyl acetate / 0.5 h

With naphthalene; palladium on activated charcoal; hydrogen; sodium; In tetrahydrofuran; 1,2-dimethoxyethane; dichloromethane; ethyl acetate;
DOI:10.1021/acs.orglett.1c04219

Reference yield:

: N-((1S,2S,3S)-1-(benzyloxy)-1,3-diphenylpent-4-en-2-yl)-4-methylbenzenesulfonamide

: 608128-77-4
(3S,4S,5S)-3-hydroxy-5-((S)-hydroxy(phenyl)methyl)-1-methyl-4-phenylpyrrolidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide; water / acetonitrile; tert-butyl alcohol / 20 °C / Inert atmosphere

3.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hypochlorite; sodium chlorite / aq. phosphate buffer; toluene / 91 h / 20 °C / pH 6.8 / Inert atmosphere

4.1: dichloromethane / 0 °C / Inert atmosphere

5.1: naphthalene; sodium / tetrahydrofuran; 1,2-dimethoxyethane / 0.75 h / -78 °C / Inert atmosphere

6.1: hydrogen; palladium on activated charcoal / ethyl acetate / 0.5 h

With sodium hypochlorite; sodium chlorite; osmium(VIII) oxide; naphthalene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; palladium on activated charcoal; water; hydrogen; sodium; sodium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; 1,2-dimethoxyethane; aq. phosphate buffer; dichloromethane; ethyl acetate; toluene; acetonitrile; mineral oil; tert-butyl alcohol;
DOI:10.1021/acs.orglett.1c04219

Reference yield:

: (S,E)-N-(2-(benzyloxy)-2-phenylethylidene)-4-methylbenzenesulfonamide

: 608128-77-4
(3S,4S,5S)-3-hydroxy-5-((S)-hydroxy(phenyl)methyl)-1-methyl-4-phenylpyrrolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: zinc(II) chloride / dichloromethane / 0.17 h / Inert atmosphere; Cooling

1.2: -20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran; mineral oil / 0.08 h / 0 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide; water / acetonitrile; tert-butyl alcohol / 20 °C / Inert atmosphere

4.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hypochlorite; sodium chlorite / aq. phosphate buffer; toluene / 91 h / 20 °C / pH 6.8 / Inert atmosphere

5.1: dichloromethane / 0 °C / Inert atmosphere

6.1: naphthalene; sodium / tetrahydrofuran; 1,2-dimethoxyethane / 0.75 h / -78 °C / Inert atmosphere

7.1: hydrogen; palladium on activated charcoal / ethyl acetate / 0.5 h

With sodium hypochlorite; sodium chlorite; osmium(VIII) oxide; naphthalene; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; palladium on activated charcoal; water; hydrogen; sodium; sodium hydride; 4-methylmorpholine N-oxide; zinc(II) chloride; In tetrahydrofuran; 1,2-dimethoxyethane; aq. phosphate buffer; dichloromethane; ethyl acetate; toluene; acetonitrile; mineral oil; tert-butyl alcohol;
DOI:10.1021/acs.orglett.1c04219