Pentanoic acid, 5-oxo-2,2-bis(phenylthio)-, methyl ester

Base Information

• Chemical Name: Pentanoic acid, 5-oxo-2,2-bis(phenylthio)-, methyl ester
• CAS No.: 84406-10-0
• Molecular Formula: C18H18O3S2
• Molecular Weight: 346.471
• DSSTox Substance ID: DTXSID10460696
• Nikkaji Number: J1.402.977J
• Wikidata: Q82284844
• Mol file: 84406-10-0.mol

Synonyms:84406-10-0;Pentanoic acid, 5-oxo-2,2-bis(phenylthio)-, methyl ester;DTXSID10460696

Chemical Property of Pentanoic acid, 5-oxo-2,2-bis(phenylthio)-, methyl ester

Chemical Property:

• Boiling Point: 495.2±45.0 °C(Predicted)
• PSA: 93.97000
• Density: 1.25±0.1 g/cm3(Predicted)
• LogP: 4.41940
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 9
• Exact Mass: 346.06973678
• Heavy Atom Count: 23
• Complexity: 355

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CCC=O)(SC1=CC=CC=C1)SC2=CC=CC=C2

Technology Process of Pentanoic acid, 5-oxo-2,2-bis(phenylthio)-, methyl ester

There total 2 articles about Pentanoic acid, 5-oxo-2,2-bis(phenylthio)-, methyl ester 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%

diphenylthioacetate de methyle (84406-07-5) + acrolein (107-02-8,25068-14-8) → diphenylthio-2,2' formyl-4 butyrate de methyle (84406-10-0)

Guidance literature:

With N-benzyl-trimethylammonium hydroxide; In methanol; 1,2-dimethoxyethane; at 22 ℃; for 24h;

Reference yield:

thiophenol (108-98-5) → diphenylthio-2,2' formyl-4 butyrate de methyle (84406-10-0)

Guidance literature:

Multi-step reaction with 2 steps

1: MeONa / methanol / 1 h / Ambient temperature

2: 85 percent / triton B 5percent / 1,2-dimethoxy-ethane; methanol / 24 h / 22 °C

With sodium methylate; N-benzyl-trimethylammonium hydroxide; In methanol; 1,2-dimethoxyethane;

Reference yield: 95.0%

diphenylthio-2,2' formyl-4 butyrate de methyle (84406-10-0) + Nb-(Z-2'-iodo-2'-butenyl)tryptophan benzyl ester (295788-84-0) → trans-3-benzyloxycarbonyl-2-(Z-2-iodo-2-butenyl)-1-(3',3'-diphenylsulfanyl-3'-methoxycarbonylpropyl)-1,2,3,4-tetrahydro-9H-pyrido-[3,4-b]indole

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1021/ja0016553

upstream raw materials:

diphenylthioacetate de methyle

acrolein

thiophenol

Downstream raw materials:

2,2-Bis-phenylsulfanyl-4-(2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-butyric acid methyl ester

4-[1,3]Dioxolan-2-yl-2,2-bis-phenylsulfanyl-butyric acid methyl ester

phenylthio-2 formyl-4 butyrate de methyle

4-((1R,3S)-2-Benzyl-3-carbamoyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-2,2-bis-phenylsulfanyl-butyric acid methyl ester