4H-Thiopyran-4-one, tetrahydro-2,6-diphenyl-, trans-

Base Information

• Chemical Name: 4H-Thiopyran-4-one, tetrahydro-2,6-diphenyl-, trans-
• CAS No.: 18456-45-6
• Molecular Formula: C17H16OS
• Molecular Weight: 268.379
• DSSTox Substance ID: DTXSID90354105
• Nikkaji Number: J553.177B
• Wikidata: Q82132064
• Mol file: 18456-45-6.mol

Synonyms:4H-Thiopyran-4-one, tetrahydro-2,6-diphenyl-, trans-;18456-45-6;DTXSID90354105;(2R,6R)-2,6-Diphenyl-tetrahydro-thiopyran-4-one

Chemical Property of 4H-Thiopyran-4-one, tetrahydro-2,6-diphenyl-, trans-

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 268.09218630
• Heavy Atom Count: 19
• Complexity: 274

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(SC(CC1=O)C2=CC=CC=C2)C3=CC=CC=C3
• Isomeric SMILES: C1[C@@H](S[C@H](CC1=O)C2=CC=CC=C2)C3=CC=CC=C3

Technology Process of 4H-Thiopyran-4-one, tetrahydro-2,6-diphenyl-, trans-

There total 9 articles about 4H-Thiopyran-4-one, tetrahydro-2,6-diphenyl-, trans- 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: 78.0%

dibenzylideneacetone (35225-79-7) → trans-2,6-Diphenyltetrahydrothiopyran-4-one (18456-45-6)

Guidance literature:

With sodium monohydrogen sulfide x-hydrate; aliquant 336; In tert-butyl methyl ether; at 4 ℃; for 10h; pH=8.9; diastereoselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201403516

Reference yield: 70.0%

1,5-Diphenyl-1,4-pentadien-3-one (6287-64-5) → trans-2,6-Diphenyltetrahydrothiopyran-4-one (18456-45-6)

Guidance literature:

With hydrogen sulfide; sodium acetate; 1,5-diphenyl-1,4-pentadiene-3-one; In ethanol; Heating;

DOI:10.1021/jo00019a023

Reference yield:

(2S,6S)-4-Hydroxy-2,6-diphenyl-tetrahydro-thiopyran-4-carbonitrile (65628-16-2,74644-51-2) → hydrogen cyanide (74-90-8) + trans-2,6-Diphenyltetrahydrothiopyran-4-one (18456-45-6)

Guidance literature:

triethylamine; In 1,4-dioxane; water; at 25 ℃; for 36h; Equilibrium constant;

upstream raw materials:

dibenzylideneacetone

1,5-Diphenyl-1,4-pentadien-3-one

(2S,6S)-4-Hydroxy-2,6-diphenyl-tetrahydro-thiopyran-4-carbonitrile

cis-2,6-Diphenyltetrahydrothiopyran-4-on

Downstream raw materials:

(2S,6S)-4-Hydroxy-2,6-diphenyl-tetrahydro-thiopyran-4-carbonitrile

trans-5,7-diphenyl-1-oxa-6-thiaspiro<2.5>octane

cis-2,6-Diphenyltetrahydrothiopyran-4-on

trans-2,3,5,6-Tetrahydro-2,6-diphenylthiopyran-4-one 1,1-dioxide