(R)-4-Benzylthiazolidine-2-thione

Base Information

• Chemical Name: (R)-4-Benzylthiazolidine-2-thione
• CAS No.: 110199-17-2
• Molecular Formula: C10H11NS2
• Molecular Weight: 209.336
• Hs Code.: 2934999090
• European Community (EC) Number: 813-588-6
• DSSTox Substance ID: DTXSID10429501
• Nikkaji Number: J3.076.508G
• Wikidata: Q72443107
• Mol file: 110199-17-2.mol

Synonyms:(R)-4-Benzylthiazolidine-2-thione;110199-17-2;(R)-4-Benzyl-1,3-thiazolidine-2-thione;(r)-4-benzyl-thiazolidine-2-thione;(4R)-4-benzyl-1,3-thiazolidine-2-thione;SCHEMBL10767075;DTXSID10429501;4alpha-Benzylthiazolidine-2-thione;AMY14351;BCP11242;MFCD06658217;AKOS015920469;CS-W015150;AS-38299;(R)-4-Benzylthiazolidine-2-thione, >=97.0%;J-002399

Chemical Property of (R)-4-Benzylthiazolidine-2-thione

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.676
• Boiling Point: 328.397 °C at 760 mmHg
• PKA: 13.01±0.40(Predicted)
• Flash Point: 152.409 °C
• PSA: 69.42000
• Density: 1.27 g/cm³
• LogP: 2.54780
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 209.03329170
• Heavy Atom Count: 13
• Complexity: 187

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-4-Benzylthiazolidine-2-thione ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(NC(=S)S1)CC2=CC=CC=C2
• Isomeric SMILES: C1[C@H](NC(=S)S1)CC2=CC=CC=C2
• Uses: Evans-Type Oxazolidinethione And Thiazolidinethione Auxiliaries

Technology Process of (R)-4-Benzylthiazolidine-2-thione

There total 7 articles about (R)-4-Benzylthiazolidine-2-thione 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: 90.0%

potassium ethyl xanthogenate (140-89-6) + C9H13NO4S → (R)-4-benzyl-thiazolidine-2-thione (110199-17-2)

Guidance literature:

In ethanol; Reflux; Large scale;

Reference yield: 86.0%

carbon disulfide (75-15-0,12122-00-8) + (R)-2-amino-3-phenylpropanol (5267-64-1) → (R)-4-benzyl-thiazolidine-2-thione (110199-17-2)

Guidance literature:

With potassium hydroxide; In water;

DOI:10.1016/j.tet.2014.05.107

Reference yield: 76.0%

(R)-1-((R)-4-benzyl-2-thioxothiazolidin-3-yl)-3-hydroxydecan-1-one (1222190-45-5) → C10H20O2 + (R)-4-benzyl-thiazolidine-2-thione (110199-17-2)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -78 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1002/ejoc.201100888

upstream raw materials:

1-[(4R)-4-benzyl-2-thioxo-1,3-thiazolidin-3-yl]ethanone

Octanal

(R)-1-((R)-4-benzyl-2-thioxothiazolidin-3-yl)-3-hydroxydecan-1-one

carbon disulfide

Downstream raw materials:

(3S)-hydroxy-1-((4R)-benzyl-2-thioxothiazolidin-3-yl)-7-tritylsulfanylhept-(4E)-en-1-one

1-[(4R)-4-benzyl-2-thioxo-1,3-thiazolidin-3-yl]ethanone

(R)-1-((R)-4-benzyl-2-thioxo-thiazolidin-3-yl)-3-hydroxyoctan-1-one

(S)-1-((R)-4-benzyl-2-thioxo-thiazolidin-3-yl)-3-hydroxyoctan-1-one

Refernces

• 1、 -. "Synthesis method of thioazoline-2-thioketone". Paragraph 0064-0066. . Retrieved 2020/05/29.
• 2、 Yu, Jeong Jae,Hyun, Myung Ho,Armstrong, Daniel W.,Breitbach, Zachary S.,Ryoo, Jae Jeong. "Liquid Chromatographic Resolution of Racemic 2-Oxazolidinones and their Analogs on Seven Pirkle-Type Chiral Stationary Phases". . p. 723 - 726. Retrieved 2015/07/20.