Ovalicine subst.

Base Information

• Chemical Name: Ovalicine subst.
• CAS No.: 19683-98-8
• Molecular Formula: C₁₆H₂₄O₅
• Molecular Weight: 296.364
• NSC Number: 141538
• Wikidata: Q110079166
• ChEMBL ID: CHEMBL1978199
• Mol file: 19683-98-8.mol

Synonyms:ovalicin

Chemical Property of Ovalicine subst.

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 94-95 °C
• Boiling Point: 447.5°Cat760mmHg
• PKA: 13.67±0.40(Predicted)
• Flash Point: 161.7°C
• PSA: 71.59000
• Density: 1.21g/cm³
• LogP: 1.37820
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 296.16237386
• Heavy Atom Count: 21
• Complexity: 497

Purity/Quality:

>98% ^*data from raw suppliers

OVALICIN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1C(O1)(C)C2(C(C(=O)CCC23CO3)OC)O)C

Technology Process of Ovalicine subst.

There total 40 articles about Ovalicine subst. 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%

FOS-34 (214688-36-5) → (-)-ovalicin (19683-98-8,94233-47-3,137490-44-9)

Guidance literature:

With dipyridinium dichromate; In dichloromethane;

DOI:10.1039/c39940001495

Reference yield: 71.0%

(3S,4R,5S)-4-((E)-1',5'-dimethylhexa-1',4'-dienyl)-4-hydroxy-5-methoxy-1-oxaspiro[2,5]octan-6-one (870862-62-7) → (-)-ovalicin (19683-98-8,94233-47-3,137490-44-9)

Guidance literature:

With tert.-butylhydroperoxide; vanadyl acetylacetonate; In benzene; for 1.5h;

DOI:10.1002/anie.200604781

Reference yield: 48.0%

C16H24O4 → (-)-ovalicin (19683-98-8,94233-47-3,137490-44-9)

Guidance literature:

With tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; In toluene; at 0 ℃;

DOI:10.1055/s-0029-1219191

upstream raw materials:

FOS-34

(3S,4R,5S)-4-((E)-1',5'-dimethylhexa-1',4'-dienyl)-4-hydroxy-5-methoxy-1-oxaspiro[2,5]octan-6-one

(R)-4-hydroxy-1,4-dioxa-spiro[4.5]decan-8-one

(3S,4R)-1,7,10-Trioxa-dispiro[2.2.4.2]dodecan-4-ol

Refernces

• 1、 Tiefenbacher, Konrad,Arion, Vladimir B.,Mulzer, Johann. "A diels-alder approach to (-)-ovalicin". . p. 2690 - 2693. Retrieved 2008/03/12.
• 2、 Takahashi, Shunya,Hishinuma, Nobuyuki,Koshino, Hiroyuki,Nakata, Tadashi. "Synthesis of ovalicin starting from D-mannose". . p. 10162 - 10165. Retrieved 2007/10/03.