Compound Q&A
How is 1-[(2S)-3-(Acetylsulfanyl)-2-methylpropanoyl]-L-prolyl-L-phenylalanine (CAS: 74258-86-9) typically synthesized?
Answer
![1-[(2S)-3-(Acetylsulfanyl)-2-methylpropanoyl]-L-prolyl-L-phenylalanine](https://static.chemtradehub.com/structs/742/74258-86-9-66d3.webp "1-[(2S)-3-(Acetylsulfanyl)-2-methylpropanoyl]-L-prolyl-L-phenylalanine")
This compound is typically synthesized through a multi-step process involving the coupling of acetylthiomethyl acetate with L-prolyl-L-phenylalanine. Commonly, a coupling reagent like HATU (O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate) is used. The reaction is typically carried out in the presence of a base such as diisopropylethylamine (DIPEA) in an organic solvent like N,N-dimethylformamide (DMF). The yield is generally around 50-60%.
About
CAS No
74258-86-9
English Name
1-[(2S)-3-(Acetylsulfanyl)-2-methylpropanoyl]-L-prolyl-L-phenylalanine
Molecular Formula
C20H26N2O5S
Molecular Weight
406.5 g/mol
SMILES
CC(CSC(=O)C)C(=O)N1CCCC1C(=O)NC(CC2=CC=CC=C2)C(=O)O
InChIKey
FHHHOYXPRDYHEZ-COXVUDFISA-N
Last Updated: 2025-12-25 08:48