Acylfulvene

Base Information

• Chemical Name: Acylfulvene
• CAS No.: 125392-76-9
• Molecular Formula: C₁₄H₁₆O₂
• Molecular Weight: 216.28
• NSC Number: 633555
• UNII: G4T2FA57Q6
• DSSTox Substance ID: DTXSID30327131
• Nikkaji Number: J707.014D
• Wikipedia: Acylfulvene
• Wikidata: Q4678004
• ChEMBL ID: CHEMBL121987
• Mol file: 125392-76-9.mol

Synonyms:acylfulvene

Chemical Property of Acylfulvene

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 216.115029749
• Heavy Atom Count: 16
• Complexity: 501

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C3(CC3)C(C(=O)C2=C1)(C)O)C
• Isomeric SMILES: CC1=CC2=C(C3(CC3)[C@@](C(=O)C2=C1)(C)O)C

Technology Process of Acylfulvene

There total 7 articles about Acylfulvene 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%

C14H18O2 → (R)-6’-hydroxy-2’,4’,6’-trimethylspiro[cyclopropane-1,5’-inden]-7’(6’H)-one (33781-60-1,125392-76-9)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 20 ℃; for 2h;

Reference yield: 83.0%

(1S,2R)-8,9-dihydroxy-3,6,8-trimethyl-7-spiro-cyclopropylbicyclo[4.3.0]nona-1,3,5-triene (652134-50-4) → (R)-6’-hydroxy-2’,4’,6’-trimethylspiro[cyclopropane-1,5’-inden]-7’(6’H)-one (33781-60-1,125392-76-9)

Guidance literature:

With dimethyl sulfoxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; at 23 ℃; for 4h;

DOI:10.1002/anie.200602011

Reference yield: 40.0%

illudin S (1149-99-1) → (R)-6’-hydroxy-2’,4’,6’-trimethylspiro[cyclopropane-1,5’-inden]-7’(6’H)-one (33781-60-1,125392-76-9)

Guidance literature:

With sulfuric acid; In water; at 25 ℃; for 21h;

DOI:10.1021/tx200401u

upstream raw materials:

illudin S

(1S,2R)-8,9-dihydroxy-3,6,8-trimethyl-7-spiro-cyclopropylbicyclo[4.3.0]nona-1,3,5-triene

Downstream raw materials:

[14C]-Irofulven