L-Proline, 4-(methylthio)-, cis- (9CI)

Base Information

• Chemical Name: L-Proline, 4-(methylthio)-, cis- (9CI)
• CAS No.: 20182-95-0
• Molecular Formula: C6H11 N O2 S
• Molecular Weight: 161.225
• Mol file: 20182-95-0.mol

Synonyms:Proline,4-(methylthio)-, (-)- (8CI); Proline, 4-(methylthio)-, L-cis- (6CI);L-cis-4-(Methylthio)proline

Chemical Property of L-Proline, 4-(methylthio)-, cis- (9CI)

Chemical Property:

• Boiling Point: 328.6±42.0 °C(Predicted)
• PKA: 2.09±0.40(Predicted)
• PSA: 74.63000
• Density: 1.26±0.1 g/cm3(Predicted)
• LogP: 0.49330

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of L-Proline, 4-(methylthio)-, cis- (9CI)

There total 2 articles about L-Proline, 4-(methylthio)-, cis- (9CI) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

sodium thiomethoxide (5188-07-8) + N-<(phenylmethoxy)carbonyl>-4(R)-<<(4-methylphenyl)sulfonyl>oxy>-(S)-proline methyl ester (57653-38-0) → cis-4-methylsulfanyl-L-proline (20182-95-0)

Guidance literature:

With ethanol; acetone; Behandeln des Reaktionsprodukts mit wss. NaOH, Dioxan und Methanol und Behandeln des danach erhaltenen Reaktionsprodukts mit HBr in Essigsaeure unter Zusatz von Thiophenol;

DOI:10.1021/ja01558a050

Reference yield:

ethanol (64-17-5) + acetone (67-64-1) + sodium thiomethoxide (5188-07-8) + N-<(phenylmethoxy)carbonyl>-4(R)-<<(4-methylphenyl)sulfonyl>oxy>-(S)-proline methyl ester (57653-38-0) → cis-4-methylsulfanyl-L-proline (20182-95-0)

Guidance literature:

Behandeln des Reaktionspr_. mit wss. NaOH, Dioxan und Methanol und Beha_. d. danach erhaltenen Reaktionspr_. mit HBr, Essigsaeure u. Thiophenol;

DOI:10.1021/ja01558a050

Reference yield:

(2R,S)-3-Acetylthio-2-methylpropanoyl chloride (74345-73-6) + cis-4-methylsulfanyl-L-proline (20182-95-0) → (2S,4S)-1-((S)-3-Acetylsulfanyl-2-methyl-propionyl)-4-methylsulfanyl-pyrrolidine-2-carboxylic acid

Guidance literature:

With sodium carbonate; In water; for 1h;

DOI:10.1021/jm00401a014

upstream raw materials:

sodium thiomethoxide

N-<(phenylmethoxy)carbonyl>-4(R)-<<(4-methylphenyl)sulfonyl>oxy>-(S)-proline methyl ester

ethanol

acetone

Downstream raw materials:

(2S,4S)-1-{2-[Hydroxy-(4-phenyl-butyl)-phosphinoyl]-acetyl}-4-methylsulfanyl-pyrrolidine-2-carboxylic acid