Danosteine

Base Information

• Chemical Name: Danosteine
• CAS No.: 4938-00-5
• Molecular Formula: C5H8O4S
• Molecular Weight: 164.182
• European Community (EC) Number: 225-578-3
• UNII: 481GSD6F7Q
• DSSTox Substance ID: DTXSID70197779
• Nikkaji Number: J33.128G
• Wikidata: Q27259092
• NCI Thesaurus Code: C73215
• ChEMBL ID: CHEMBL2104680
• Mol file: 4938-00-5.mol

Synonyms:Danosteine;4938-00-5;Danosteina;Danosteine [INN];Danosteinum;3-(carboxymethylsulfanyl)propanoic acid;3-Thiaadipinsaeure;Danosteinum [Latin];Danosteina [Spanish];UNII-481GSD6F7Q;3-[(carboxymethyl)sulfanyl]propanoic acid;481GSD6F7Q;EINECS 225-578-3;3-((Carboxymethyl)thio)propionic acid;C5H8O4S;3-(carboxymethylthio)propionic acid;3-((carboxymethyl)thio)propanoic acid;3-thiahexanedioic acid;SCHEMBL1578704;CHEMBL2104680;DTXSID70197779;C5-H8-O4-S;3-(carboxymethylthio)Propanoic acid;MFCD00042655;AKOS006240822;Propanoic acid, 3-((carboxymethyl)thio)-;FT-0613727;Q27259092

Chemical Property of Danosteine

Chemical Property:

• Vapor Pressure: 3.85E-07mmHg at 25°C
• Boiling Point: 389.2°C at 760 mmHg
• Flash Point: 189.2°C
• PSA: 99.90000
• Density: 1.436g/cm³
• LogP: 0.27890
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 164.01432991
• Heavy Atom Count: 10
• Complexity: 134

Purity/Quality:

99% ^*data from raw suppliers

3-[(carboxymethyl)sulfanyl]propanoic acid AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CSCC(=O)O)C(=O)O

Technology Process of Danosteine

There total 15 articles about Danosteine 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: 85.0%

dimethyl-3-thiaadipate (7400-45-5) → 3-((carboxymethyl)thio)propanoic acid (4938-00-5)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 20 ℃;

Reference yield:

mercaptoacetic acid (68-11-1) + acrylic acid (79-10-7) → 3-((carboxymethyl)thio)propanoic acid (4938-00-5)

Guidance literature:

Reference yield:

3-Bromopropionic acid (590-92-1) + mercaptoacetic acid (68-11-1) → 3-((carboxymethyl)thio)propanoic acid (4938-00-5)

Guidance literature:

With sodium hydroxide;

DOI:10.1039/jr9590000061

upstream raw materials:

β-Propiolactone

ethyl 2-sulfanylacetate

3,3'-dithiobis(propionic acid)

ethyl-(2-carboxy-ethyl)-carboxymethyl sulfonium ; chloride

Downstream raw materials:

C₂₃H₂₂N₆O₂S₃

Tetrahydrothiophen-3-one

<2-Phenylcarbamoyl-ethylmercapto>-essigsaeure-anilid

ethyl 3-(ethoxycarbonylmethylmercapto)-propanoate

Refernces

• 1、 Xu, Ruixin,Guan, Xiaoyuan,He, Minghui,Yang, Jianwen. "Phototriggered base proliferation: A powerful 365 nm LED photoclick tool for nucleophile-initiated thiol-Michael addition reaction". . p. 914 - 918. Retrieved 2017/01/13.