(2S)-2-Amino-3-methyl-3-sulfinobutanoic acid

Base Information

• Chemical Name: (2S)-2-Amino-3-methyl-3-sulfinobutanoic acid
• CAS No.: 23315-18-6
• Molecular Formula: C5H11NO4S
• Molecular Weight: 181.21000
• Hs Code.: 2930909090
• UNII: 2V4U3434AJ
• DSSTox Substance ID: DTXSID10177873
• Wikidata: Q27255638
• Mol file: 23315-18-6.mol

Synonyms:23315-18-6;(2S)-2-Amino-3-methyl-3-sulfinobutanoic acid;D-Valine, 3-sulfino-;3-Sulfino-D-valine;2-Amino-3-methyl-3-sulfinobutanoic acid, (2S)-;UNII-2V4U3434AJ;2V4U3434AJ;Sulbactam sodium specified impurity A [EP];Sulbactam Sodium EP Impurity A;DTXSID10177873;YAA31518;AKOS015841132;AKOS015969050;CS-O-13275;F10780;SULBACTAM SODIUM IMPURITY A [EP IMPURITY];Q27255638

Chemical Property of (2S)-2-Amino-3-methyl-3-sulfinobutanoic acid

Chemical Property:

• Boiling Point: 429.7±55.0 °C(Predicted)
• PKA: 2.36±0.12(Predicted)
• PSA: 119.83000
• Density: 1.551±0.06 g/cm3(Predicted)
• LogP: 0.96460
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Aqueous Acid (Slightly), DMSO (Slightly), Methanol (Slightly, Sonicated), Water
• XLogP3: -3.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 181.04087901
• Heavy Atom Count: 11
• Complexity: 191

Purity/Quality:

99%+, ^*data from raw suppliers

3-Sulfino-D-valine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C(C(=O)O)N)S(=O)O
• Isomeric SMILES: CC(C)([C@H](C(=O)O)N)S(=O)O
• Uses: 3-Sulfino-D-valine (Sulbactam EP Impurity A) act as an effective scavengers of HOCl and has therapeutic effect which may be due to the protection of tissues against the reactive HOCl released by activated granulocytes at inflammation sites.

Technology Process of (2S)-2-Amino-3-methyl-3-sulfinobutanoic acid

There total 3 articles about (2S)-2-Amino-3-methyl-3-sulfinobutanoic acid 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:

3,3-dimethyl-D-cysteine (52-67-5) → D-Penicillaminsulfinsaeure (23315-18-6)

Guidance literature:

With cysteine dioxygenase; sodium chloride; In aq. phosphate buffer; water-d2; at 20 - 95 ℃; for 0.0333333h; pH=7.5; Kinetics; Enzymatic reaction;

DOI:10.1016/j.abb.2014.11.004

Reference yield:

D-Penicillamin-disulfid (20902-45-8) → D-Penicillaminsulfinsaeure (23315-18-6)

Guidance literature:

In water; Irradiation;

DOI:10.1139/v69-162

Reference yield:

→ D-Penicillaminsulfinsaeure (23315-18-6)

Guidance literature:

L-Cystein-D-penicillamindisulfid/H2O, Gamma-Radiolyse;

DOI:10.1139/v69-163

upstream raw materials:

D-Penicillamin-disulfid

3,3-dimethyl-D-cysteine

Refernces