1-[(2S)-3-(Acetylthio)-2-methylpropionyl]-L-prolineHydrate

Basic Information

View in Editor

CAS Number

64838-55-7

Molecular Formula

C11H17NO4S

Molecular Weight

259.33 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

76-82 °C

Density

1.2910

Refractive Index

-160 ° (C=1, MeOH)

Specific Rotation

-158 º (c=1, MeOH)

SMILES

View in Editor

CC(CSC(=O)C)C(=O)N1CCCC1C(=O)O

InChI

InChI=1S/C11H17NO4S/c1-7(6-17-8(2)13)10(14)12-5-3-4-9(12)11(15)16/h7,9H,3-6H2,1-2H3,(H,15,16)/t7-,9+/m1/s1

InChIKey

ZNQRGUYIKSRYCI-APPZFPTMSA-N

LogP

0.9777999999999998

Topological Polar Surface Area

74.68 Å²

Hydrogen Bond Donor/Acceptor

1 / 5

Complexity

331

Synonyms & References

English

D88445
N-[3-(Acetylthio)-(2S)-methylpropionyl]-L-proline hydrate
AKOS015960360
NS00005835
(S,S)-1-(D-3-ACETYLTHIO-2-METHYLPROPANOYL)-L-PROLINE
1-(3-Acethylthio-2-D-methylpropanonyl)-L-proline
UNII-Y139M16FXG
(S)-1-(3-(Acetylthio)-2-methyl-1-oxopropyl)-L-proline
1-[(2S)-3-(Acetylthio)-2-Methylpropionyl]-L-proline Hydrate
(S)-1-((S)-3-(Acetylthio)-2-methylpropanoyl)pyrrolidine-2-carboxylic acid
ZNQRGUYIKSRYCI-APPZFPTMSA-N
1-[(2S)-3-(Acetylthio)-2-methyl-1-oxopropyl]-L-proline
AC-10594
HY-W013886
CS-W014602
HMS1545J06
W-104818
Q27294120
L-PROLINE, 1-((2S)-3-(ACETYLTHIO)-2-METHYL-1-OXOPROPYL)-
64838-55-7
1-[(S)-3-(Acetylthio)isobutyryl]-L-proline Hydrate
CAPTOPRIL IMPURITY J [EP IMPURITY]
Captopril EP Impurity J
BS-43990
EINECS 265-250-7
DU 1163
(2s)-1-(3-acetylthio-2-methyl-1-oxopropyl)-l-proline; d-(s)-3-acetylthio-2-methyl-l-proline; 1-((2s)-3-(acetylsulfanyl)-2-methylpropanol)-l-proline; acetyl captopril; ceptopril
SCHEMBL3629351
ACETYLCAPTOPRIL
1-[(2S)-3-(Acetylthio)-2-methylpropionyl]-L-proline
(2S)-1-((2S)-3-acetylthio-2-methylpropanoyl)pyrrolidine-2-carboxylic acid

MDL Number

MFCD00792449

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 1-[(2S)-3-(Acetylthio)-2-methylpropionyl]-L-prolineHydrate (CAS: 64838-55-7)?

1-[(2S)-3-(Acetylthio)-2-methylpropionyl]-L-prolineHydrate is a white to off-white crystalline powder. Its molecular weight is approximately 283.31 g/mol. The compound is slightly soluble in water and organic solvents. It exhibits good stability in acidic and basic conditions but is reactive towards nucleophiles. This compound is commonly used in pharmaceutical and chemical synthesis due to its specific reactivity and structural properties.

How is 1-[(2S)-3-(Acetylthio)-2-methylpropionyl]-L-prolineHydrate (CAS: 64838-55-7) typically synthesized?

1-[(2S)-3-(Acetylthio)-2-methylpropionyl]-L-prolineHydrate is synthesized through a multi-step process involving acetylation, thiolation, and condensation reactions. The key steps include the acetylation of L-proline, followed by the introduction of a thiyl group, and finally coupling with the methylpropionyl moiety. Catalytic amounts of acetic anhydride and sodium hydride are typically used, with high yield and good selectivity in the reactions.

What industries use 1-[(2S)-3-(Acetylthio)-2-methylpropionyl]-L-prolineHydrate (CAS: 64838-55-7)?

1-[(2S)-3-(Acetylthio)-2-methylpropionyl]-L-prolineHydrate finds applications in the pharmaceutical industry for drug synthesis and development. It is also used in the chemical industry for the production of various functional materials. Additionally, this compound can be utilized in the polymer industry to modify properties of polymers and in the sensor and semiconductor sectors for advanced material development.

What precautions should be taken when handling 1-[(2S)-3-(Acetylthio)-2-methylpropionyl]-L-prolineHydrate (CAS: 64838-55-7)?

When handling 1-[(2S)-3-(Acetylthio)-2-methylpropionyl]-L-prolineHydrate, it is essential to wear appropriate personal protective equipment (PPE), including gloves, safety glasses, and a lab coat. Work should be conducted in a fume hood to avoid inhalation of the compound. Spills should be addressed by gently sweeping up and disposing of materials in a designated hazardous waste container. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal instructions.