(S-(R*,R*))-Dihydro-2,2,6-trimethyl-6-(4-methyl-3-cyclohexen-1-yl)-2H-pyran-3(4H)-one

Base Information

• Chemical Name: (S-(R*,R*))-Dihydro-2,2,6-trimethyl-6-(4-methyl-3-cyclohexen-1-yl)-2H-pyran-3(4H)-one
• CAS No.: 22567-38-0
• Molecular Formula: C15H24 O2
• Molecular Weight: 236.354
• DSSTox Substance ID: DTXSID00945220
• Mol file: 22567-38-0.mol

Synonyms:2,2,6-trimethyl-6-(4-methylcyclohex-3-en-1-yl)oxan-3-one;(S-(R*,R*))-Dihydro-2,2,6-trimethyl-6-(4-methyl-3-cyclohexen-1-yl)-2H-pyran-3(4H)-one;EINECS 245-087-8;DTXSID00945220;FT-0775549;6-(4-Acetyl-1-piperazinyl)-8-(2-furyl)-3,3-dimethyl-3,4-dihydro-1H-thiopyrano[3,4-c]pyridine-5-carbonitrile

Chemical Property of (S-(R*,R*))-Dihydro-2,2,6-trimethyl-6-(4-methyl-3-cyclohexen-1-yl)-2H-pyran-3(4H)-one

Chemical Property:

• Vapor Pressure: 0.00032mmHg at 25°C
• Boiling Point: 320.3°Cat760mmHg
• Flash Point: 123.6°C
• PSA: 26.30000
• Density: 0.975g/cm³
• LogP: 3.64960
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 236.177630004
• Heavy Atom Count: 17
• Complexity: 354

Purity/Quality:

99% ^*data from raw suppliers

Bisabolone oxide A ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC(CC1)C2(CCC(=O)C(O2)(C)C)C

Technology Process of (S-(R*,R*))-Dihydro-2,2,6-trimethyl-6-(4-methyl-3-cyclohexen-1-yl)-2H-pyran-3(4H)-one

There total 2 articles about (S-(R*,R*))-Dihydro-2,2,6-trimethyl-6-(4-methyl-3-cyclohexen-1-yl)-2H-pyran-3(4H)-one 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:

α-bisabolol oxide A acetate → (S)-2,2,6-trimethyl-6-((S)-4-methylcyclohex-3-en-1-yl)dihydro-2H-pyran-3(4H)-one (22567-38-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / LiAlH₄ / tetrahydrofuran / 0.5 h / Heating

2: 1.) CrO₃, water, H₂SO₄, 2.) i-PrOH / 1.) 1 min, acetone

With chromium(VI) oxide; lithium aluminium tetrahydride; sulfuric acid; water; isopropyl alcohol; In tetrahydrofuran;

Reference yield:

[3S-[3α,6α(R*)]]-tetrahydro-2,2,6-trimethyl-6-(4-methyl-3-cyclohexen-1-yl)-2H-pyran-3-ol (22567-36-8) → (S)-2,2,6-trimethyl-6-((S)-4-methylcyclohex-3-en-1-yl)dihydro-2H-pyran-3(4H)-one (22567-38-0)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; water; isopropyl alcohol; Yield given. Multistep reaction; 1.) 1 min, acetone;

Reference yield:

(S)-2,2,6-trimethyl-6-((S)-4-methylcyclohex-3-en-1-yl)dihydro-2H-pyran-3(4H)-one (22567-38-0) → (S)-2,2,6-Trimethyl-6-((S)-4-methyl-cyclohex-3-enyl)-tetrahydro-pyran-3-ol

Guidance literature:

With sodium tetrahydroborate; In methanol; for 1h; Ambient temperature;

upstream raw materials:

[3S-[3α,6α(R^*)]]-tetrahydro-2,2,6-trimethyl-6-(4-methyl-3-cyclohexen-1-yl)-2H-pyran-3-ol

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