(1S)-2,6,6-Trimethyl-alpha-2-propen-1-yl-2-cyclohexene-1-methanol

Base Information

Chemical Name:(1S)-2,6,6-Trimethyl-alpha-2-propen-1-yl-2-cyclohexene-1-methanol
CAS No.:815581-80-7
Molecular Formula:C₁₃H₂₂O
Molecular Weight:194.317
Hs Code.:
DSSTox Substance ID:DTXSID401181423

Synonyms:DTXSID401181423;(1S)-2,6,6-Trimethyl-alpha-2-propen-1-yl-2-cyclohexene-1-methanol;815581-80-7

Suppliers and Price of (1S)-2,6,6-Trimethyl-alpha-2-propen-1-yl-2-cyclohexene-1-methanol

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1S)-2,6,6-Trimethyl-alpha-2-propen-1-yl-2-cyclohexene-1-methanol

Chemical Property:

XLogP3:3.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:3
Exact Mass:194.167065321
Heavy Atom Count:14
Complexity:238

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1=CCCC(C1C(CC=C)O)(C)C
Isomeric SMILES:CC1=CCCC([C@@H]1C(CC=C)O)(C)C

Technology Process of (1S)-2,6,6-Trimethyl-alpha-2-propen-1-yl-2-cyclohexene-1-methanol

There total 9 articles about (1S)-2,6,6-Trimethyl-alpha-2-propen-1-yl-2-cyclohexene-1-methanol 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: 73.0%

: 14505-74-9
(S)-2,6,6-trimethylcyclohex-2-enecarbaldehyde

: 24850-33-7
allyltributylstanane

: 815581-80-7
(RS)-1-[(S)-2,6,6-trimethylcyclohex-2-enyl]but-3-en-1-ol

Guidance literature:: With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 3h;
DOI:10.1021/jo049012j

Reference yield:

: 815581-77-2
[(1S,5R)-5-hydroxy-2,6,6-trimethylcyclohex-2-enyl]methyl 4-bromobenzoate

: 815581-80-7
(RS)-1-[(S)-2,6,6-trimethylcyclohex-2-enyl]but-3-en-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

2: 402 mg / DBU / toluene / 4 h / Heating

3: H₂ / Rh/Al₂O₃ / ethyl acetate / 24 h / 22 °C

4: 127 mg / NaOH / methanol / 2 h / 22 °C

5: 82 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 22 °C

6: 73 percent / BF₃*Et₂O / CH₂Cl₂ / 3 h / -78 °C

With sodium hydroxide; boron trifluoride diethyl etherate; hydrogen; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; Rh/Al₂O₃; In methanol; dichloromethane; ethyl acetate; toluene; 5: Dess-Martin oxidation;
DOI:10.1021/jo049012j

Reference yield:

: 815581-78-3
[(R)-2,6,6-trimethylcyclohexa-2,4-dienyl]methyl 4-bromobenzoate

: 815581-80-7
(RS)-1-[(S)-2,6,6-trimethylcyclohex-2-enyl]but-3-en-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: H₂ / Rh/Al₂O₃ / ethyl acetate / 24 h / 22 °C

2: 127 mg / NaOH / methanol / 2 h / 22 °C

3: 82 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 22 °C

4: 73 percent / BF₃*Et₂O / CH₂Cl₂ / 3 h / -78 °C

With sodium hydroxide; boron trifluoride diethyl etherate; hydrogen; Dess-Martin periodane; Rh/Al₂O₃; In methanol; dichloromethane; ethyl acetate; 3: Dess-Martin oxidation;
DOI:10.1021/jo049012j