(alphaR,gammaS)-gamma,4-Dimethyl-alpha-(2-methyl-1-propen-1-yl)benzenepropanol

Base Information

• Chemical Name: (alphaR,gammaS)-gamma,4-Dimethyl-alpha-(2-methyl-1-propen-1-yl)benzenepropanol
• CAS No.: 120710-98-7
• Molecular Formula: C15H22 O
• Molecular Weight: 218.339
• DSSTox Substance ID: DTXSID201176569
• Nikkaji Number: J1.002.200B
• Wikidata: Q105184308

Synonyms:SCHEMBL1160777;DTXSID201176569;120710-98-7;(alphaR,gammaS)-gamma,4-Dimethyl-alpha-(2-methyl-1-propen-1-yl)benzenepropanol

Chemical Property of (alphaR,gammaS)-gamma,4-Dimethyl-alpha-(2-methyl-1-propen-1-yl)benzenepropanol

Chemical Property:

• Boiling Point: 331.1±11.0 °C(Predicted)
• PSA: 20.23000
• Density: 0.950±0.06 g/cm3(Predicted)
• LogP: 3.81570
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 218.167065321
• Heavy Atom Count: 16
• Complexity: 220

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(C)CC(C=C(C)C)O
• Isomeric SMILES: CC1=CC=C(C=C1)[C@@H](C)C[C@H](C=C(C)C)O

Technology Process of (alphaR,gammaS)-gamma,4-Dimethyl-alpha-(2-methyl-1-propen-1-yl)benzenepropanol

There total 8 articles about (alphaR,gammaS)-gamma,4-Dimethyl-alpha-(2-methyl-1-propen-1-yl)benzenepropanol 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: 40.0%

(7S)-bisacumol acetate (1178560-59-2) → (7S,9R)-bisacumol acetate + (7S,9S)-bisacumol acetate (1178900-47-4) + (+)-(7S,9R)-ar-turmerol (120710-98-7)

Guidance literature:

With sodium hydroxide; disodium hydrogenphosphate; sodium dihydrogenphosphate; Pseudomonas cepacia lipase immobilized on ceramic particles; water; at 35 ℃; for 168h; pH=7.0; optical yield given as %de; Enzymatic reaction;

DOI:10.1016/j.tetasy.2009.05.006

Reference yield: 35.0%

3,3-dimethyl acrylaldehyde (107-86-8) + (R)-1-(1-bromopropan-2-yl)-4-methylbenzene (503543-30-4) → (+)-(7S,9R)-ar-turmerol (120710-98-7) + (+)-(7S,9S)-ar-turmerol (120710-99-8)

Guidance literature:

(R)-1-(1-bromopropan-2-yl)-4-methylbenzene; With magnesium; methyl iodide; In diethyl ether; for 3h; Heating;

3,3-dimethyl acrylaldehyde; In diethyl ether; at -20 - 20 ℃; for 4h;

DOI:10.1016/S0957-4166(02)00759-0

Reference yield:

(+)-(S)-ar-turmerone (532-65-0) → (+)-(7S,9R)-ar-turmerol (120710-98-7) + (+)-(7S,9S)-ar-turmerol (120710-99-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether;

upstream raw materials:

(+)-(S)-ar-turmerone

3,3-dimethyl acrylaldehyde

(R)-1-(1-bromopropan-2-yl)-4-methylbenzene

1-methyl-4-isopropenylbenzene

Downstream raw materials:

4-Bromo-benzoic acid (S)-3-methyl-1-((S)-2-p-tolyl-propyl)-but-2-enyl ester

4-Bromo-benzoic acid (R)-3-methyl-1-((S)-2-p-tolyl-propyl)-but-2-enyl ester

(+)-(S)-ar-turmerone

(+)-(7S,9S)-dihydro-ar-turmerol

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