4-hydroxy-3-[(1S)-1,2,2-trimethylcyclopentyl]benzaldehyde

Base Information

Chemical Name:4-hydroxy-3-[(1S)-1,2,2-trimethylcyclopentyl]benzaldehyde
CAS No.:81784-18-1
Molecular Formula:C₁₅H₂₀O₂
Molecular Weight:232.323
Hs Code.:
DSSTox Substance ID:DTXSID70458756
Nikkaji Number:J1.339.635C
Wikidata:Q82282266

Synonyms:CTK3E3930;81784-18-1;(?)-alpha-Formylherbertenol;DTXSID70458756

Suppliers and Price of 4-hydroxy-3-[(1S)-1,2,2-trimethylcyclopentyl]benzaldehyde

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 1 raw suppliers

Chemical Property of 4-hydroxy-3-[(1S)-1,2,2-trimethylcyclopentyl]benzaldehyde

Chemical Property:

XLogP3:4.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:232.146329876
Heavy Atom Count:17
Complexity:297

Purity/Quality:: 85.0-99.8% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1(CCCC1(C)C2=C(C=CC(=C2)C=O)O)C
Isomeric SMILES:C[C@@]1(CCCC1(C)C)C2=C(C=CC(=C2)C=O)O

Technology Process of 4-hydroxy-3-[(1S)-1,2,2-trimethylcyclopentyl]benzaldehyde

There total 16 articles about 4-hydroxy-3-[(1S)-1,2,2-trimethylcyclopentyl]benzaldehyde 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:

: 86996-96-5
1,14-dihydroxyherbertene

: 81784-18-1
(-)-α-formylherbertenol

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) triphenyl phosphite methiodide, 2.) 5percent aqeous sodium tiosulphate / 1.) HMPA, 3.5 h, room temperature

2: 17 mg / AlCl₃ / 6 h / ice-bath

3: 12 percent / W-4 Raney nickel / ethanol / 1.5 h / Heating

4: 263 mg / potassium carbonate / acetone / 6 h / Heating

5: 159 mg / manganese dioxide, 30percent sulphuric acid / 8.5 h / 62 °C

6: 18 mg / BBr₃ / CH₂Cl₂ / 1.) 4 h, -70 deg C, 2.) room temperature

With manganese(IV) oxide; aluminium trichloride; triphenyl phosphite methiodide; sulfuric acid; boron tribromide; potassium carbonate; sodium thiosulfate; W-4 Raney nickel; In ethanol; dichloromethane; acetone;

Reference yield:

: 86996-94-3
(-)-herbertenolide

: 81784-18-1
(-)-α-formylherbertenol

Guidance literature:: Multi-step reaction with 7 steps

1: 23 mg / LiAlH₄ / diethyl ether / 2 h / ice-bath

2: 1.) triphenyl phosphite methiodide, 2.) 5percent aqeous sodium tiosulphate / 1.) HMPA, 3.5 h, room temperature

3: 17 mg / AlCl₃ / 6 h / ice-bath

4: 12 percent / W-4 Raney nickel / ethanol / 1.5 h / Heating

5: 263 mg / potassium carbonate / acetone / 6 h / Heating

6: 159 mg / manganese dioxide, 30percent sulphuric acid / 8.5 h / 62 °C

7: 18 mg / BBr₃ / CH₂Cl₂ / 1.) 4 h, -70 deg C, 2.) room temperature

With manganese(IV) oxide; lithium aluminium tetrahydride; aluminium trichloride; triphenyl phosphite methiodide; sulfuric acid; boron tribromide; potassium carbonate; sodium thiosulfate; W-4 Raney nickel; In diethyl ether; ethanol; dichloromethane; acetone;

Reference yield:

: 220489-24-7
4-benzyloxy-3<(1S)-1,2,2-trimethylcyclopentyl>-2-cyclohexen-1-one

: 81784-18-1
1S-(5'-formyl-2'-hydroxyphenyl)-1,2,2-trimethylcyclopentane

Guidance literature:: Multi-step reaction with 7 steps

1.1: TMS triflate; Et₃N / diethyl ether / 2 h / -78 °C

1.2: 95 percent / N-bromosuccinimide / diethyl ether; tetrahydrofuran / 0.5 h / -78 - -30 °C

2.1: 84 percent / DBU; hydroquinone / toluene / 2 h / 105 - 110 °C

3.1: 90 percent / Et₃N / CH₂Cl₂ / 1 h / -70 - -30 °C

4.1: 95 percent / Et₃N; Pd(OAc)2; dppp / dimethylformamide / 48 h / 70 °C / 760 Torr

5.1: 90 percent / H₂ / 10 percent Pd/C / ethanol / 20 °C / 760 Torr

6.1: 98 percent / DIBALH / tetrahydrofuran; cyclohexane / 2 h / -78 °C

7.1: silica gel; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium p. / CH₂Cl₂ / 0.42 h / 20 °C

With palladium diacetate; trimethylsilyl trifluoromethanesulfonate; 1,3-bis-(diphenylphosphino)propane; hydrogen; silica gel; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; hydroquinone; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium perchlorate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; cyclohexane; N,N-dimethyl-formamide; toluene; 1.1: silylation / 1.2: Bromination / 2.1: Aromatisation / 3.1: Acylation / 4.1: carbomethoxylation / 5.1: Hydrogenolysis / 6.1: Reduction / 7.1: Oxidation;
DOI:10.1016/S0957-4166(00)00079-3