CID 11772568

Base Information

• Chemical Name: CID 11772568
• CAS No.: 288401-45-6
• Molecular Formula: C₂₅H₃₆O
• Molecular Weight: 352.56
• DSSTox Substance ID: DTXSID901113665
• Nikkaji Number: J1.422.213H
• Mol file: 288401-45-6.mol

Synonyms:DTXSID901113665;288401-45-6;[[[1-[(1E,3S)-6,8-Dimethyl-3-(1-methylethyl)-1,6,7-nonatrien-1-yl]cyclopropyl]methoxy]methyl]benzene

Chemical Property of CID 11772568

Chemical Property:

• XLogP3: 6.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 10
• Exact Mass: 352.276615768
• Heavy Atom Count: 26
• Complexity: 504

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C(CCC(=C=C(C)C)C)C=CC1(CC1)COCC2=CC=CC=C2
• Isomeric SMILES: CC(C)[C@H](CCC(=C=C(C)C)C)/C=C/C1(CC1)COCC2=CC=CC=C2

Technology Process of CID 11772568

There total 1 articles about CID 11772568 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: 51.0%

(2R,3S)-2-[(R)-Acetoxy-(1-benzyloxymethyl-cyclopropyl)-methyl]-3-isopropyl-6,8-dimethyl-nona-6,7-dienoic acid methyl ester → [1-((E)-(S)-3-Isopropyl-6,8-dimethyl-nona-1,6,7-trienyl)-cyclopropylmethoxymethyl]-benzene (288401-45-6)

Guidance literature:

With sodium cyanide; In dimethyl sulfoxide; at 130 ℃; for 72h;

DOI:10.1021/ol006085q

Reference yield: 93.0%

[1-((E)-(S)-3-Isopropyl-6,8-dimethyl-nona-1,6,7-trienyl)-cyclopropylmethoxymethyl]-benzene (288401-45-6) → (1S,3aR,8aR)-7-Benzyloxymethyl-1-isopropyl-4-isopropylidene-3a-methyl-1,2,3,3a,4,5,6,8a-octahydro-azulene (288401-47-8)

Guidance literature:

di(rhodium)tetracarbonyl dichloride; In toluene; at 110 ℃; for 0.5h;

DOI:10.1021/ol006085q

Reference yield:

[1-((E)-(S)-3-Isopropyl-6,8-dimethyl-nona-1,6,7-trienyl)-cyclopropylmethoxymethyl]-benzene (288401-45-6) → C25H36O2

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / [Rh(CO)2Cl]2 / toluene / 0.5 h / 110 °C

2: mCPBA

With 3-chloro-benzenecarboperoxoic acid; di(rhodium)tetracarbonyl dichloride; In toluene; 1: Cyclization / 2: Epoxidation;

DOI:10.1021/ol006085q

Downstream raw materials:

(1S,3aR,8aR)-7-Benzyloxymethyl-1-isopropyl-4-isopropylidene-3a-methyl-1,2,3,3a,4,5,6,8a-octahydro-azulene