1-Cyclohexene-1-carboxylic acid, 4-[(1,1-dimethylethyl)amino]-5-(di-2-propenylamino)-3-(1-ethylpropoxy)- , ethyl ester, (3R,4R,5S)-

Base Information

• Chemical Name: 1-Cyclohexene-1-carboxylic acid, 4-[(1,1-dimethylethyl)amino]-5-(di-2-propenylamino)-3-(1-ethylpropoxy)- , ethyl ester, (3R,4R,5S)-
• CAS No.: 651324-06-0
• Molecular Formula: C24H42N2O3
• Molecular Weight: 406.609
• Mol file: 651324-06-0.mol

Synonyms:

Chemical Property of 1-Cyclohexene-1-carboxylic acid, 4-[(1,1-dimethylethyl)amino]-5-(di-2-propenylamino)-3-(1-ethylpropoxy)- , ethyl ester, (3R,4R,5S)-

Chemical Property:

• Boiling Point: 479.9±45.0 °C(Predicted)
• PSA: 50.80000
• Density: 0.98±0.1 g/cm3(Predicted)
• LogP: 4.64360

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Cyclohexene-1-carboxylic acid, 4-[(1,1-dimethylethyl)amino]-5-(di-2-propenylamino)-3-(1-ethylpropoxy)- , ethyl ester, (3R,4R,5S)-

There total 5 articles about 1-Cyclohexene-1-carboxylic acid, 4-[(1,1-dimethylethyl)amino]-5-(di-2-propenylamino)-3-(1-ethylpropoxy)- , ethyl ester, (3R,4R,5S)- 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: 93.0%

diallylamine (124-02-7) + (1R,5R,6R)-{7-(tert-butyl)-5-(pent-3-yloxy)-7-azabicyclo[4.1.0]}hept-3-ene-3-ethyl carboxylate → ethyl (3R,4R,5S)-5-N,N-diallylamino-4-(1,1-dimethylethyl)amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate (651324-06-0)

Guidance literature:

With benzenesulfonic acid; at 120 ℃; for 5h;

DOI:10.2533/000942904777677605

Reference yield:

ethyl (3R,4S,5R)-4,5-(1,1-Dimethylethyl)imino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate (651324-05-9) + diallylamine (124-02-7) → ethyl (3R,4R,5S)-5-N,N-diallylamino-4-(1,1-dimethylethyl)amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate (651324-06-0)

Guidance literature:

With camphor-10-sulfonic acid; at 120 ℃; for 4h;

Reference yield:

(3R,4S,5R)-[5-(tert-butylamino)-4-hydroxy-3-(pent-3-yloxy)]cyclohex-1-ene-1-carboxylic acid ethyl ester (651324-04-8) → ethyl (3R,4R,5S)-5-N,N-diallylamino-4-(1,1-dimethylethyl)amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate (651324-06-0)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / toluene / 5 h / 70 °C

2: 93 percent / aq. K₂CO₃

3: 93 percent / PhSO₃H / 5 h / 120 °C

With potassium carbonate; triethylamine; benzenesulfonic acid; In toluene;

DOI:10.2533/000942904777677605

upstream raw materials:

diallylamine

(1S,5R,6S)-5-(pentan-3-yloxy)-7-oxabicyclo[4.1.0]hept-3-ene-3-carboxylic acid ethyl ester

(3R,4S,5R)-[5-(tert-butylamino)-4-hydroxy-3-(pent-3-yloxy)]cyclohex-1-ene-1-carboxylic acid ethyl ester

ethyl (3R,4S,5R)-4,5-(1,1-Dimethylethyl)imino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate

Downstream raw materials:

ethyl (3R,4R,5S)-4-N-acetyl(1,1-dimethylethyl)amino-5-N,N-diallylamino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate

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