74407-70-8

Usage

Uses

Used in Pharmaceutical Industry:
(R)-3-(benzoylthio)-2-methylpropionic acid serves as a crucial building block in the synthesis of a variety of drugs and active pharmaceutical ingredients. Its distinctive structural features contribute to the creation of new medications and therapeutic agents, enhancing the range of treatments available for various health conditions.
Used in Organic Synthesis:
(R)-3-(benzoylthio)-2-methylpropionic acid is utilized in organic synthesis due to its diverse reactivity and adaptability in chemical transformations. This makes it a valuable component in the development of new chemical compounds and materials.
Used in Chemical Research:
(R)-3-(benzoylthio)-2-methylpropionic acid's versatility in chemical reactions also makes it a valuable tool in chemical research, where it can be employed to explore novel reaction pathways and mechanisms, potentially leading to advancements in the field of chemistry.

InChI:InChI=1/C11H12O3S/c1-8(10(12)13)7-15-11(14)9-5-3-2-4-6-9/h2-6,8H,7H2,1H3,(H,12,13)/t8-/m0/s1

Upstream product

• 107184-54-3 (+/-)-methyl-3-benzoylthio-2-methylpropionate 
• 74431-50-8 (D)-3-(Benzoylthio)-2-methylpropanoic acid 

Downstream Products

• 87022-29-5 (S)-2-((R)-3-Benzoylsulfanyl-2-methyl-propionyl)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 
• 87022-29-5 (R)-2-((R)-3-Benzoylsulfanyl-2-methyl-propionyl)-1,2,3,4-tetrahydro-isoquinoline-3-carboxylic acid benzyl ester 
• 74654-91-4 3-(benzoylthio)-2(S)-methylpropionyl chloride 

Relevant academic research and scientific papers

Studies on angiotensin-converting enzyme inhibitors. I. Syntheses and angiotensin-converting enzyme inhibitory activity of 2-(3-merecaptopropionyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid derivatives

(3S)-2-[(2S)-mercapto-2-methylpropionyl]-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid [(3S), (2S)-6a] was prepared by the reaction of (3S)-1,2,3,4-tetrahydreoisoquinoline-3-carboxylic acid test-butyl ester [(3S)-2a) or benzyl ester [(3S)-2b] with 3-benzoylthio-2-methylpropionyl chloride (3a), followed by fractional crystallization and removal of the protective group. The absolute configuration of (3S), (2S)-6a was confirmed by X-ray diffraction analysis of the thiazepinol[4,3-b]isoquinoline compound (7) derived from 6a. Resolution of 3-benzoylthio-2-methylpropionic acid (8) was completed by using optically active phenylalanine amide as a resolving agent. The other optical isomers of (3S),(2S)-6a were prepared by the reaction of (3S)- or (3R)-2b with optically active 3a. The in vitro ACE inhibitory activity of each isomer of 6a was evaluated. Among them, (3S),(2S)-6a was found to be the most potent inhibitor with an IC50 value of 8.6X10-9M. Compound (3S),(2S)-6a induced a dose-dependent inhibition of the pressor response to angiotensin 1 after oral administration to normotensive anesthetized rats. Moreover, (3S),(2S)-6a markedly reduced the systolic blood pressure in renal hypertensive rats (RHR) and spontaneously hypertensive rats (SHR). The in vivo ACE inhibitory activity and the hypotensive effects of (3S),(2S)-6a were comparable to those of captopril.