(2R)-2-(methylazaniumyl)-3-sulfanylpropanoate

Base Information

• Chemical Name: (2R)-2-(methylazaniumyl)-3-sulfanylpropanoate
• CAS No.: 4026-48-6
• Molecular Formula: C₄H₉NO₂S
• Molecular Weight: 135.187
• Mol file: 4026-48-6.mol

Synonyms:

Chemical Property of (2R)-2-(methylazaniumyl)-3-sulfanylpropanoate

Chemical Property:

• Boiling Point: 242.8°Cat760mmHg
• Flash Point: 100.7°C
• PSA: 88.13000
• Density: 1.202g/cm³
• LogP: -0.02030
• XLogP3: -1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 135.03539970
• Heavy Atom Count: 8
• Complexity: 80.6

Purity/Quality:

99.00% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C[NH2+]C(CS)C(=O)[O-]
• Isomeric SMILES: C[NH2+][C@@H](CS)C(=O)[O-]

Technology Process of (2R)-2-(methylazaniumyl)-3-sulfanylpropanoate

There total 6 articles about (2R)-2-(methylazaniumyl)-3-sulfanylpropanoate 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: 89.0%

L-thioproline (34592-47-7,2756-91-4,6070-92-4,60731-25-1) → N-methyl-L-cysteine (4026-48-6,95244-61-4)

Guidance literature:

In ammonia;

Reference yield: 72.0%

N-[(1,1-Dimethylethoxy)carbonyl]-N-methyl-S-(triphenylmethyl)-L-cysteine → N-methyl-L-cysteine (4026-48-6,95244-61-4)

Guidance literature:

With chlorotriisopropylsilane; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jacs.6b10586

Reference yield:

→ N-methyl-L-cysteine (4026-48-6,95244-61-4)

Guidance literature:

With ammonia; sodium;

upstream raw materials:

L-thioproline

ammonia

Downstream raw materials:

(4'S,2''R,4''R)-2'-(2-hydroxyphenyl)-3''-methyl-2'',3'',4'',4',5'-hexahydro-[2,4']-bisthiazolyl-4''-carboxylic acid

Refernces

• 1、 Vippila, Mohana Rao,Ly, Phuong Kim,Cuny, Gregory D.. "Synthesis and Antiproliferative Activity Evaluation of the Disulfide-Containing Cyclic Peptide Thiochondrilline C and Derivatives". . p. 2398 - 2404. Retrieved 2015.
• 2、 Wang, Peng,Hong, Gloria J.,Wilson, Matthew R.,Balskus, Emily P.. "Production of Stealthin C Involves an S-N-Type Smiles Rearrangement". . p. 2864 - 2867. Retrieved 2017.