3-Cyclohexen-1-amine, 4-methyl-, (R)-

Base Information

• Chemical Name: 3-Cyclohexen-1-amine, 4-methyl-, (R)-
• CAS No.: 141484-09-5
• Molecular Formula: C7H13N
• Molecular Weight: 111.187
• Mol file: 141484-09-5.mol

Synonyms:

Chemical Property of 3-Cyclohexen-1-amine, 4-methyl-, (R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Cyclohexen-1-amine, 4-methyl-, (R)-

There total 12 articles about 3-Cyclohexen-1-amine, 4-methyl-, (R)- 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:

(-)-(1S)-4-methyl-3-cyclohexen-1-yl 4-methylbenzenesulfonate (141484-07-3) → (+)-(1R)-4-methyl-3-cyclohexenamine (141484-09-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NaN₃ / dimethylformamide

2: LiAlH₄ / diethyl ether

With lithium aluminium tetrahydride; sodium azide; In diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jo00038a040

Reference yield:

(1R)-1-azido-4-methyl-3-cyclohexene (141484-08-4) → (+)-(1R)-4-methyl-3-cyclohexenamine (141484-09-5)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; Yield given;

DOI:10.1021/jo00038a040

Reference yield:

(-)-(S)-limonene (5989-54-8,555-08-8,8022-90-0,9003-73-0,95327-98-3) → (+)-(1R)-4-methyl-3-cyclohexenamine (141484-09-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 66 percent / m-CPBA, NaHCO₃ / CH₂Cl₂ / 0.5 h / 0 °C

2: 1) O₃, 2) Me₂S / 1) methanol, -65 - -70 deg C; 2) -78 deg C to r.t., 4 h

3: 82 percent / m-CPBA / CH₂Cl₂ / 60 h

4: 87 percent / zinc powder, NaI, sodium acetate, acetic acid / CH₂Cl₂ / 4 h / Ambient temperature

5: 88 percent / LiAlH₄ / diethyl ether / 2 h / Ambient temperature

6: 49 percent / pyridine / a) 0 deg C, 1.5 h; b) r.t., 6 h

7: NaN₃ / dimethylformamide

8: LiAlH₄ / diethyl ether

With pyridine; lithium aluminium tetrahydride; sodium azide; dimethylsulfide; sodium acetate; sodium hydrogencarbonate; ozone; acetic acid; 3-chloro-benzenecarboperoxoic acid; sodium iodide; zinc; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jo00038a040

upstream raw materials:

(1R)-1-azido-4-methyl-3-cyclohexene

(-)-(S)-limonene

(-)-(1S)-4-methyl-3-cyclohexen-1-ol

1-(3S)-(6-methyl-7-oxabicyclo[4.1.0]heptan-3-yl)ethanone

Downstream raw materials:

(-)-(1R)-N,4-dimethyl-3-cyclohexenamine

(+)-(1R)-N,4-dimethyl-N-(4-methyl-3-pentenyl)-3-cyclohexenamine

(+)-(1R)-N,4-dimethyl-N-(4-methyl-3-cyclohexenyl)-3-pentenamide

(1R,2R,5R)-5-amino-2-methylcyclohexan-1-ol hydrochloride