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328086-60-8

328086-60-8 Structure

328086-60-8 Structure
IdentificationBack Directory
[Name]

(αS,3S)-α-[(tert-Butyloxycarbonyl)aMino]-2-oxo-3-pyrrolidinepropanoic acid Methyl Ester
[CAS]

328086-60-8
[Synonyms]

(S)-METHYL 2-((TERT-BUTOXYCARBONYL)AMINO)-
Methyl (S)-2-(Boc-amino)-3-[(S)-2-oxo-3-pyrrolidinyl]propanoate
methyl (S)-2-((tert-butoxycarbonyl)amino)-3-((S)-2-oxopyrrolidin-3-yl)propanoate
(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-((S)-2-oxopyrrolidin-3-yl)propanoate
3S)-α-[(tert-Butyloxycarbonyl)aMino]-2-oxo-3-pyrrolidinepropanoic acid Methyl Ester
Methyl (αS,3S)-α-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-3-pyrrolidinepropanoate
(αS,3S)-α-[(tert-Butyloxycarbonyl)aMino]-2-oxo-3-pyrrolidinepropanoic acid Methyl Ester
(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-((S)-2-oxopyrrolidin-3-yl)propanoate(WXG01709)
3-Pyrrolidinepropanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-, methyl ester, (αS,3S)-
[Molecular Formula]

C13H22N2O5
[MDL Number]

MFCD28138267
[MOL File]

328086-60-8.mol
[Molecular Weight]

286.33
Questions And AnswerBack Directory
[Synthesis]

In a dry 1-liter reaction flask, sodium borohydride solid (44 mmol, 1.67 g) was added in portions to a pre-cooled methanol solution of CoCl₂·6H₂O (1.54 g, 6.5 mmol) and dimethyl (2S, 4R)-2-((tert-butyloxycarbonyl)amino)-4-(cyanomethyl)glutarate (11 mmol). The resulting reaction mixture was stirred at 0 °C for 30 minutes. The reaction mixture was then slowly observed to exothermize and produce a large amount of hydrogen gas and a black precipitate. The reaction mixture was stirred at room temperature for 24 hours. After the reaction was complete, the reaction mixture was concentrated under vacuum, and the residual oil was poured into 10% citric acid. The residual oil was filtered, and the resulting filtrate was extracted twice with ethyl acetate. The organic layer was dried on anhydrous sodium sulfate, filtered and concentrated, and the residue was finally separated and purified by silica gel column chromatography to obtain methyl Methyl (S)-2-(Boc-amino)-3-[(S)-2-oxo-3-pyrrolidinyl]propanoate.

Synthetic route of Methyl (S)-2-(Boc-amino)-3-[(S)-2-oxo-3-pyrrolidinyl]propanoate

Figure 1. Synthetic route of Methyl (S)-2-(Boc-amino)-3-[(S)-2-oxo-3-pyrrolidinyl]propanoate

Chemical PropertiesBack Directory
[Melting point ]

110-114°C
[Boiling point ]

471.5±20.0 °C(Predicted)
[density ]

1.142±0.06 g/cm3(Predicted)
[storage temp. ]

-20°C Freezer, Under inert atmosphere
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

10.97±0.46(Predicted)
[color ]

White to Off-White
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H319-H335-H302+H312+H332-H315
[Precautionary statements ]

P280-P301+P312-P362+P364
[HS Code ]

2933399990
Hazard InformationBack Directory
[Description]

Methyl (S)-2-(Boc-amino)-3-[(S)-2-oxo-3-pyrrolidinyl]propanoate is a carboxylate derivative and can be used as a pharmaceutical intermediate.Used in the preparation of protease inhibitor. 
[Uses]

(αS,3S)-α-[(tert-Butyloxycarbonyl)aMino]-2-oxo-3-pyrrolidinepropanoic acid Methyl Ester is used in the preparation of protease inhibitor.
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl (S)-2-(Boc-amino)-3-[(S)-2-oxo-3-pyrrolidinyl]propanoate(328086-60-8)1HNMR
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