(+/-)-Mutisianthol

Base Information

• Chemical Name: (+/-)-Mutisianthol
• CAS No.: 1131235-80-7
• Molecular Formula: C₁₅H₂₀O
• Molecular Weight: 216.323
• UNII: 7V94BF54ZD,7THQ9FP37U
• Nikkaji Number: J850.512H
• Metabolomics Workbench ID: 28320
• Mol file: 1131235-80-7.mol

Synonyms:(+/-)-Mutisianthol;ent-Mutisianthol;Mutisianthol, (+/-)-;7THQ9FP37U;Mutisianthol, (-)-;UNII-7THQ9FP37U;7V94BF54ZD;1H-Inden-5-ol, 2,3-dihydro-3,6-dimethyl-1-(2-methyl-1-propenyl)-, trans-;1H-Inden-5-ol, 2,3-dihydro-3,6-dimethyl-1-(2-methyl-1-propen-1-yl)-, (1R,3S)-rel-;1H-Inden-5-ol, 2,3-dihydro-3,6-dimethyl-1-(2-methyl-1-propenyl)-, (1R,3S)-rel-;Rel-(1R,3S)-2,3-dihydro-3,6-dimethyl-1-(2-methyl-1-propen-1-yl)-1H-inden-5-ol;188441-76-1;(1R,3S)-2,3-Dihydro-3,6-dimethyl-1-(2-methyl-1-propen-1-yl)-1H-inden-5-ol;1H-Inden-5-ol, 2,3-dihydro-3,6-dimethyl-1-(2-methyl-1-propen-1-yl)-, (1R,3S)-;1131235-80-7;(?)-Mutisianthol;UNII-7V94BF54ZD;LMPR0103360001

Chemical Property of (+/-)-Mutisianthol

Chemical Property:

• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 216.151415257
• Heavy Atom Count: 16
• Complexity: 277

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CC(C2=C1C=C(C(=C2)C)O)C=C(C)C
• Isomeric SMILES: C[C@H]1C[C@@H](C2=C1C=C(C(=C2)C)O)C=C(C)C

Technology Process of (+/-)-Mutisianthol

There total 2 articles about (+/-)-Mutisianthol 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:

C15H22O2 → (+)-(1S,3R)-mutisianthol (70855-59-3) + (-)-(1R,3S)-mutisianthol (1131235-80-7) + Mutisianthol (70855-59-3) + epi-mutisianthol + jungianol + epi-jungianol

Guidance literature:

With iron(III) chloride; In dichloromethane; at -15 ℃; for 0.166667h;

DOI:10.1021/acs.joc.9b01298

Reference yield:

5-methoxy-3,6-dimethyl-1-(2-methylprop-1-enyl)-1H-indane → (+)-(1S,3R)-mutisianthol (70855-59-3) + (-)-(1R,3S)-mutisianthol (1131235-80-7)

Guidance literature:

5-methoxy-3,6-dimethyl-1-(2-methylprop-1-enyl)-1H-indane; With sodium hydride; ethanethiol; In N,N-dimethyl-formamide; at 0 - 130 ℃; Inert atmosphere;

With ammonium chloride; In water; N,N-dimethyl-formamide; at 20 ℃; optical yield given as %ee;

DOI:10.1021/jo9000405

Refernces

• 1、 Sugiura, Masaharu,Ashikari, Yasuhiko,Takahashi, Yuka,Yamaguchi, Koki,Kotani, Shunsuke,Nakajima, Makoto. "Lewis Base-Catalyzed Enantioselective Conjugate Reduction of β,β-Disubstituted α,β-Unsaturated Ketones with Trichlorosilane: E/ Z-Isomerization, Regioselectivity, and Synthetic Applications". . p. 11458 - 11473. Retrieved 2019/10/11.