2-Azaniumyl-3-methyl-3-sulfanylbutanoate

Base Information

• Chemical Name: 2-Azaniumyl-3-methyl-3-sulfanylbutanoate
• CAS No.: 52-66-4
• Molecular Formula: C5H11 N O2 S
• Molecular Weight: 149.214
• Hs Code.: 2930909090
• Mol file: 52-66-4.mol

Synonyms:beta-Mercaptovaline;3,3-dimethylcysteine

Chemical Property of 2-Azaniumyl-3-methyl-3-sulfanylbutanoate

Chemical Property:

• Melting Point: 204-208 °C(lit.)
• Refractive Index: 1.5216 (estimate)
• Boiling Point: 251.8°Cat760mmHg
• PKA: pK: 1.8 (carboxyl); 7.9 (a-amino); 10.5 (b-thiol)
• Flash Point: 106.1°C
• PSA: 102.12000
• Density: 1.204g/cm³
• LogP: 0.80700
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in ethanol, hot water and sodium hydroxide.
• XLogP3: -1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 149.05104977
• Heavy Atom Count: 9
• Complexity: 119

Purity/Quality:

DL-Penicillamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-40-20/21/22
• Safety Statements: 26-36-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C(C(=O)[O-])[NH3+])S
• Uses: antirheumatic, chelating agent (copper), Wilson's desease treatment DL-Penicillamine is a penicillin metabolite used in the treatment of Wilson’s disease, Cystinuria, Scleroderma and arsenic poisoning.

Technology Process of 2-Azaniumyl-3-methyl-3-sulfanylbutanoate

There total 17 articles about 2-Azaniumyl-3-methyl-3-sulfanylbutanoate 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:

C48H77N13O14S3 + C48H77N13O14S3 → DL-Penicillamin (52-66-4) + oxytocin (50-56-6)

Guidance literature:

In water; at 25 ℃; for 5h; Rate constant; Equilibrium constant; pH 7.0;

DOI:10.1006/bioo.1995.1009

Reference yield:

4-bromopent-1-ene (31950-56-8) + L-penicillamine (1113-41-3) → DL-Penicillamin (52-66-4)

Guidance literature:

4-bromopent-1-ene; L-penicillamine; With cesium hydroxide; In dimethyl sulfoxide; N,N-dimethyl-formamide; for 12h;

With hydrogenchloride; In water; dimethyl sulfoxide; pH=~ 4 - 5;

Reference yield:

→ DL-Penicillamin (52-66-4)

Guidance literature:

With ammonia; sodium;

upstream raw materials:

NAP

thioacetic acid

2-acetylamino-3-methyl-crotonic acid

formate

Downstream raw materials:

(+/-)-N-formylpenicillamine

(+/-)-penicillamine ethyl ester

NAP

2-ethoxycarbonylmethyl-2,5,5-trimethyl-thiazolidine-4-carboxylic acid

Refernces

• 1、 Boyde. "". . p. 2751. Retrieved 1968.
• 2、 Holmes, Anthony J.,Williams, D. Lyn H.. "Reaction of ascorbic acid with S-nitrosothiols: Clear evidence for two distinct reaction pathways". . p. 1639 - 1644. Retrieved 2007/10/03.
• 3、 Rabenstein, Dallas L.,Yeo, Pauline L.. "Thiol/disulfide exchange reactions of captopril and penicillamine with arginine vasopressin and oxytocin". . p. 109 - 118. Retrieved 2007/10/02.