1,2-dimethyl-1-formyl-2-(2-methoxy-5-methylphenyl)cyclopentane

Base Information

• Chemical Name: 1,2-dimethyl-1-formyl-2-(2-methoxy-5-methylphenyl)cyclopentane
• CAS No.: 369610-38-8
• Molecular Formula: C₁₆H₂₂O₂
• Molecular Weight: 246.349
• Mol file: 369610-38-8.mol

Synonyms:1,2-dimethyl-1-formyl-2-(2-methoxy-5-methylphenyl)cyclopentane

Chemical Property of 1,2-dimethyl-1-formyl-2-(2-methoxy-5-methylphenyl)cyclopentane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-dimethyl-1-formyl-2-(2-methoxy-5-methylphenyl)cyclopentane

There total 8 articles about 1,2-dimethyl-1-formyl-2-(2-methoxy-5-methylphenyl)cyclopentane 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: 96.0%

(1R,2S)-1-(hydroxymethyl)-2-(2-methoxy-5-methylphenyl)-1,2-dimethylcyclopentane (369610-36-6) → 1,2-dimethyl-1-formyl-2-(2-methoxy-5-methylphenyl)cyclopentane (369610-38-8)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 0 ℃;

DOI:10.1016/S0040-4020(01)00631-7

Reference yield:

N-(2-carbomethoxy-1-cyclopenten-1-yl)-(S)-valine tert-butyl ester (138200-47-2) → 1,2-dimethyl-1-formyl-2-(2-methoxy-5-methylphenyl)cyclopentane (369610-38-8)

Guidance literature:

Multi-step reaction with 8 steps

1.1: LDA; HMPA / toluene; hexane / 0.5 h / -78 °C

1.2: toluene; hexane / 5 h / -25 °C

1.3: 40 percent / HCl / toluene; hexane; H₂O / 0.5 h / 0 °C

2.1: diethyl ether / 0.5 h / 20 °C

2.2: P₂O₅ / benzene / 2 h / 20 °C

2.3: 33 percent / KOH / methanol; H₂O / 72 h

3.1: Et₃N / tetrahydrofuran / 0.67 h / 20 °C

4.1: 416 mg / DMAP / benzene / 41 h / 20 °C

5.1: tri(o-tolyl)phosphine; n-Bu₃N / Pd(OAc)2 / dimethylformamide / 20 h / 120 °C

5.2: 58 mg / H₂ / Pd/C / ethanol / 18 h / 760 Torr

6.1: 56 mg / LiAlH₄ / tetrahydrofuran / 3 h / 20 °C

7.1: 98 percent / K₂CO₃ / acetone / 11 h / Heating

8.1: 96 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; lithium aluminium tetrahydride; oxalyl dichloride; tributyl-amine; potassium carbonate; dimethyl sulfoxide; triethylamine; tris-(o-tolyl)phosphine; lithium diisopropyl amide; palladium diacetate; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene; benzene; 5.1: Intramolecular Heck reaction / 8.1: Swern oxidation;

DOI:10.1016/S0040-4020(01)00631-7

Reference yield:

methyl (R)-1-methyl-2-oxocyclopentanecarboxylate (162489-18-1) → 1,2-dimethyl-1-formyl-2-(2-methoxy-5-methylphenyl)cyclopentane (369610-38-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: diethyl ether / 0.5 h / 20 °C

1.2: P₂O₅ / benzene / 2 h / 20 °C

1.3: 33 percent / KOH / methanol; H₂O / 72 h

2.1: Et₃N / tetrahydrofuran / 0.67 h / 20 °C

3.1: 416 mg / DMAP / benzene / 41 h / 20 °C

4.1: tri(o-tolyl)phosphine; n-Bu₃N / Pd(OAc)2 / dimethylformamide / 20 h / 120 °C

4.2: 58 mg / H₂ / Pd/C / ethanol / 18 h / 760 Torr

5.1: 56 mg / LiAlH₄ / tetrahydrofuran / 3 h / 20 °C

6.1: 98 percent / K₂CO₃ / acetone / 11 h / Heating

7.1: 96 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 0 °C

With dmap; lithium aluminium tetrahydride; oxalyl dichloride; tributyl-amine; potassium carbonate; dimethyl sulfoxide; triethylamine; tris-(o-tolyl)phosphine; palladium diacetate; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; benzene; 4.1: Intramolecular Heck reaction / 7.1: Swern oxidation;

DOI:10.1016/S0040-4020(01)00631-7

upstream raw materials:

(1R,2S)-1-(hydroxymethyl)-2-(2-methoxy-5-methylphenyl)-1,2-dimethylcyclopentane

N-(2-carbomethoxy-1-cyclopenten-1-yl)-(S)-valine tert-butyl ester

methyl (R)-1-methyl-2-oxocyclopentanecarboxylate

(R)-1,2-dimethyl-2-cyclopentenecarboxylate

Downstream raw materials:

(1S)-1,2,2-trimethyl-1-(2-methoxy-5-methyl)phenylcyclopentane

1,1,2-trimethyl-2-(3-hydroxy-2-methoxymethyloxy-5-methylphenyl)cyclopentane

1,1,2-trimethyl-2-(2-methoxymethyloxy-5-methylphenyl)cyclopentane

(-)-mastigophorene B