(3S,4S,5S)-1-(benzyloxycarbonyl)-5-[(S)-1-[4-methoxy-2-(methylthio)phenylamino]ethyl]-3,4-dihydroxypyrrolidin-2-one

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Chemical Name:(3S,4S,5S)-1-(benzyloxycarbonyl)-5-[(S)-1-[4-methoxy-2-(methylthio)phenylamino]ethyl]-3,4-dihydroxypyrrolidin-2-one
CAS No.:1350461-61-8
Molecular Formula:C₂₂H₂₆N₂O₆S
Molecular Weight:446.524
Hs Code.:

Synonyms:(3S,4S,5S)-1-(benzyloxycarbonyl)-5-[(S)-1-[4-methoxy-2-(methylthio)phenylamino]ethyl]-3,4-dihydroxypyrrolidin-2-one

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Chemical Property of (3S,4S,5S)-1-(benzyloxycarbonyl)-5-[(S)-1-[4-methoxy-2-(methylthio)phenylamino]ethyl]-3,4-dihydroxypyrrolidin-2-one

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Technology Process of (3S,4S,5S)-1-(benzyloxycarbonyl)-5-[(S)-1-[4-methoxy-2-(methylthio)phenylamino]ethyl]-3,4-dihydroxypyrrolidin-2-one

There total 2 articles about (3S,4S,5S)-1-(benzyloxycarbonyl)-5-[(S)-1-[4-methoxy-2-(methylthio)phenylamino]ethyl]-3,4-dihydroxypyrrolidin-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: 40.0%

: 1350461-53-8
(R)-1-(benzyloxycarbonyl)-5-[(S)-1-[4-methoxy-2-(methylthio)phenylamino]ethyl]-1H-pyrrol-2(5H)-one

: 1350461-61-8
(3S,4S,5S)-1-(benzyloxycarbonyl)-5-[(S)-1-[4-methoxy-2-(methylthio)phenylamino]ethyl]-3,4-dihydroxypyrrolidin-2-one

Guidance literature:: (R)-1-(benzyloxycarbonyl)-5-[(S)-1-[4-methoxy-2-(methylthio)phenylamino]ethyl]-1H-pyrrol-2(5H)-one; With perhydrodibenzo-18-crown-6; potassium permanganate; In dichloromethane; at 20 ℃; for 2h;

With water; citric acid; sodium sulfite; In dichloromethane; enantioselective reaction;
DOI:10.1021/jo201875a

Reference yield:

: 1658-03-3
4-Methoxy-2-methylsulfenylaniline

: 1350461-46-9
C₁₅H₁₉NO₃Si

: 1350461-61-8
(3S,4S,5S)-1-(benzyloxycarbonyl)-5-[(S)-1-[4-methoxy-2-(methylthio)phenylamino]ethyl]-3,4-dihydroxypyrrolidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: magnesium sulfate / 0.17 h / 20 °C / Neat (no solvent)

1.2: 0.17 h / -30 °C

1.3: 16 h / -30 °C

2.1: perhydrodibenzo-18-crown-6; potassium permanganate / dichloromethane / 2 h / 20 °C

With perhydrodibenzo-18-crown-6; potassium permanganate; magnesium sulfate; In dichloromethane; 1.1: Mukaiyama-Mannich reaction / 1.2: Mukaiyama-Mannich reaction / 1.3: Mukaiyama-Mannich reaction;
DOI:10.1021/jo201875a