Dimethyl 3,3'-dithiodipropionate

Base Information

• Chemical Name: Dimethyl 3,3'-dithiodipropionate
• CAS No.: 15441-06-2
• Molecular Formula: C8H14O4S2
• Molecular Weight: 238.329
• Hs Code.: 2930909090
• European Community (EC) Number: 239-452-0
• NSC Number: 638709
• UNII: QAA9FP5YND
• DSSTox Substance ID: DTXSID7065889
• Nikkaji Number: J218.430C
• Wikidata: Q72469942
• Mol file: 15441-06-2.mol

Synonyms:15441-06-2;Dimethyl 3,3'-dithiodipropionate;Dimethyl 3,3'-dithiobispropionate;Dimethyl dithiodipropionate;3,3'-Dithiodipropionic Acid Dimethyl Ester;Dimethyl 3,3'-disulfanediyldipropanoate;Propanoic acid, 3,3'-dithiobis-, dimethyl ester;Ditihopropionicaciddimethylester;Dimethyl 3,3-Dithiodipropionate;methyl 3-[(3-methoxy-3-oxopropyl)disulfanyl]propanoate;QAA9FP5YND;EINECS 239-452-0;NSC638709;NSC-638709;Dimethyl 3,3-Dithiobispropionate;UNII-QAA9FP5YND;SCHEMBL284589;Dimethyl3,3-Dithiodipropionate;DTXSID7065889;methyl 3-[(3-methoxy-3-oxo-propyl)disulfanyl]propanoate;OSZKBWPMEPEYFU-UHFFFAOYSA-;dimethyl 3,3'-dithiobispropanoate;MFCD00128218;3,3-Dithiodipropionicaciddimethylester;AKOS015897411;CS-W009369;AS-63974;BIS(METHOXYCARBONYLETHYL) DISULFIDE;D2331;FT-0614097;F71304;3,3-DITHIO DIPROPIONIC ACID DIMETHYL ESTER;A809529;W-108031;methyl 3-(3-methoxy-3-oxopropyl)disulfanylpropanoate;PROPIONIC ACID, 3,3'-DITHIODI-, DIMETHYL ESTER

Chemical Property of Dimethyl 3,3'-dithiodipropionate

Chemical Property:

• Appearance/Colour: Colorless transparent liquid
• Vapor Pressure: 0.000237mmHg at 25°C
• Refractive Index: 1.511
• Boiling Point: 325 °C at 760 mmHg
• Flash Point: 150.5 °C
• PSA: 103.20000
• Density: 1.219 g/cm³
• LogP: 1.49400
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 238.03335127
• Heavy Atom Count: 14
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

Dimethyl 3,3'-Dithiodipropionate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCSSCCC(=O)OC
• Uses: Dimethyl 3,3''-dithiodipropionate is an intermediate in the synthesis of potential drugs against cervical cancer. Dimethyl 3,3''-dithiodipropionate is used as an inhibitor of the human papillomavirus type 16 E6.

Technology Process of Dimethyl 3,3'-dithiodipropionate

There total 18 articles about Dimethyl 3,3'-dithiodipropionate 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: 98.0%

Methyl 3-mercaptopropionate (2935-90-2) → dimethyl 3,3'-dithiodipropionate (15441-06-2)

Guidance literature:

With (S)-tetrahydrotellurophen-3-amine hydrochloride; dihydrogen peroxide; In dichloromethane; at 25 ℃; pH=7.5; Flow reactor;

DOI:10.1039/c9cy00562e

Reference yield: 96.0%

Amberlyst A + Methyl 3-mercaptopropionate (2935-90-2) → dimethyl 3,3'-dithiodipropionate (15441-06-2)

Guidance literature:

With hydrogen sulfide;

Reference yield: 89.3%

acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → dimethyl 3,3'-dithiodipropionate (15441-06-2)

Guidance literature:

acrylic acid methyl ester; With sodium polysulphide; sodium hydrogencarbonate; In water; at -5 - 20 ℃; for 5.5 - 8h;

With sodium sulfite; In water; at 50 ℃; for 2 - 5h;

upstream raw materials:

methanol

3,3'-dithiobis(propionic acid)

methyl β-(acetylthio)propionate

acrylic acid methyl ester

Downstream raw materials:

2'-deoxyuridine

5-<3-(Methoxycarbonyl)-1-thiapropyl>-2'-deoxyuridine

3,3'-disulfanediylbis(N-octylpropanamide)

methyl 3-(2,4,6-trimethoxyphenylthio)propanoate

Refernces

• 1、 Liu, Lei,Breslow, Ronald. "Polymeric and dendrimeric pyridoxal enzyme mimics". . p. 3277 - 3287. Retrieved 2004.
• 2、 Iida, Hiroki,Kozako, Ryo,Oka, Marina. "Green Aerobic Oxidation of Thiols to Disulfides by Flavin-Iodine Coupled Organocatalysis". supporting information. p. 1227 - 1230. Retrieved 2021/06/21.
• 3、 Zhou, Jing-Ya,Zhu, Yong-Ming. "Forging C?S(Se) Bonds by Nickel-catalyzed Decarbonylation of Carboxylic Acid and Cleavage of Aryl Dichalcogenides". . p. 2452 - 2461. Retrieved 2021/06/28.