(2S,5S)-1-((methoxycarbonyl)-L-valyl)-5-methylpyrrolidine-2-carboxylic acid

CAS No.：1335316-40-9

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This product is a chemical product/pharmaceutical intermediate. It is not a drug, an active pharmaceutical ingredient (API), or a pharmaceutical-grade material. It has not been granted a drug approval number or a Chemical Drug Substance Approval Notice, has not passed drug-related review and approval, and is not manufactured, tested, or released in accordance with pharmaceutical GMP.
This product is intended solely for non-clinical research, process development, quality studies, further chemical processing, or chemical synthesis. It must not be used in drug-product manufacturing, clinical trials, clinical diagnosis, or administration to humans or animals, or be sold, used as an input, submitted for regulatory filing, or released as an API or pharmaceutical material.
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(2S,5S)-1-((methoxycarbonyl)-L-valyl)-5-methylpyrrolidine-2-carboxylic acid Basic information

Product Name:	(2S,5S)-1-((methoxycarbonyl)-L-valyl)-5-methylpyrrolidine-2-carboxylic acid
Synonyms:	(2S,5S)-1-((methoxycarbonyl)-L-valyl)-5-methylpyrrolidine-2-carboxylic acid;(2S,4S)-1-((R)-2-((methoxycarbonyl) amino)-2-phenylacetyl)-4-(methoxy methyl)pyrrolidine-2-carboxylic acid;(5S)-N-(Methoxycarbonyl)-L-valyl-5-methyl-L-proline;(2S,5S)-1-((S)-2-((methoxycarbonyl)amino)-3-methylbutanoyl)-5-methylpyrrolidine-2-carboxylic acid;3. (2S,5S)-1-((S)-2-((methoxycarbonyl)amino)-3- methylbutanoyl)-5-methylpyrrolidine-2-carboxylic acid;(2S,5S)-1-((S)-2-(methoxycarbonyl)-3-methylbutanoyl);(2S,5S)-1-(2-Methoxycarbonylamino-3-methyl-butyryl)-5-methyl-pyrrolidine-2-carboxylic acid;N-[2-(S)-[(Methoxycarbonyl)amino]-3-methylbutyryl]-(5S)-5-Methyl-L-proline
CAS:	1335316-40-9
MF:	C13H22N2O5
MW:	286.32
EINECS:	811-415-9
Product Categories:
Mol File:	1335316-40-9.mol

(2S,5S)-1-((methoxycarbonyl)-L-valyl)-5-methylpyrrolidine-2-carboxylic acid Chemical Properties

Melting point	134 - 136°C
Boiling point	489.9±40.0 °C(Predicted)
density	1.198±0.06 g/cm3(Predicted)
storage temp.	-20°C, Inert atmosphere
solubility	Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form	Solid
pka	3.61±0.40(Predicted)
color	Off-White to Pale Beige

Safety Information

MSDS Information

(2S,5S)-1-((methoxycarbonyl)-L-valyl)-5-methylpyrrolidine-2-carboxylic acid Usage And Synthesis

Uses

(5S)-N-(Methoxycarbonyl)-L-valyl-5-methyl-L-proline is an antiviral agent and Velpatasvir (V116000) intermediate. Velpatasvir is a NS5A inhibitor in patients with hepatitis C (HCV) infection.

Synthesis

To an ice-cold stirred solution of ethyl (2S,5S)-1 -[(2S)-2- (methoxycarbonylamino)-3-methyl-butanoyl]-5-methyl-pyrrolidine-2- carboxylate (5.6 g, 17.8 mmol) in ethanol (18 ml) is added a solution of lithium hydroxide monohydrate (17.8 mL of 1.7 M, 30.3 mmol). The reaction mixture is stirred for 5 hours at rt. The reaction mixture is concentrated, diluted with water, washed with ether. The aqueous solution is acidified with aq. 1 N HCl, extracted with CH2CI2. The combined extracts are washed with brine, dried (Na2S04), concentrated to afford (2S,5S)-1 -[(2S)-2-(methoxycarbonylamino)-3- methyl-butanoyl]-5-methyl-pyrrolidine-2-carboxylic acid (5g, 94%) as a white solid.

(2S,5S)-1-((methoxycarbonyl)-L-valyl)-5-methylpyrrolidine-2-carboxylic acid Preparation Products And Raw materials

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