(R)-2-(Benzhydrylidene-amino)-pent-4-enoic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Base Information

• Chemical Name: (R)-2-(Benzhydrylidene-amino)-pent-4-enoic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester
• CAS No.: 130157-02-7
• Molecular Formula: C₃₄H₃₉NO₂
• Molecular Weight: 493.689
• Mol file: 130157-02-7.mol

Synonyms:

Chemical Property of (R)-2-(Benzhydrylidene-amino)-pent-4-enoic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(Benzhydrylidene-amino)-pent-4-enoic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

There total 16 articles about (R)-2-(Benzhydrylidene-amino)-pent-4-enoic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester 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,2R,5S)-8-(+)-phenylmenthol (57707-91-2) → (S)-2-(Benzhydrylidene-amino)-pent-4-enoic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (130157-02-7,130157-10-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 91 percent / N,N-diethylaniline / diethyl ether / Heating

2: 91 percent / NaN₃ / acetone; H₂O / Heating

3: 95 percent / hydrogen / Pd/BaSO₄ / methanol

4: 92 percent / HCl (gas) / diethyl ether / 2 h

5: 94 percent / CH₂Cl₂ / 24 h / Ambient temperature

6: 1.) lithium diisopropylamide / 1.) -78 deg C, THF, 2.) -40 deg C, 2 h

With hydrogenchloride; sodium azide; hydrogen; N,N-diethylaniline; lithium diisopropyl amide; Pd-BaSO₄; In methanol; diethyl ether; dichloromethane; water; acetone;

DOI:10.1016/S0040-4039(00)94713-0

Reference yield:

(1S,2R,5S)-8-(+)-phenylmenthol (57707-91-2) → (R)-2-(Benzhydrylidene-amino)-pent-4-enoic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (130157-02-7,130157-10-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 91 percent / N,N-diethylaniline / diethyl ether / Heating

2: 91 percent / NaN₃ / acetone; H₂O / Heating

3: 95 percent / hydrogen / Pd/BaSO₄ / methanol

4: 92 percent / HCl (gas) / diethyl ether / 2 h

5: 94 percent / CH₂Cl₂ / 24 h / Ambient temperature

6: 1.) lithium diisopropylamide / 1.) -78 deg C, THF, 2.) -40 deg C, 2 h

With hydrogenchloride; sodium azide; hydrogen; N,N-diethylaniline; lithium diisopropyl amide; Pd-BaSO₄; In methanol; diethyl ether; dichloromethane; water; acetone;

DOI:10.1016/S0040-4039(00)94713-0

Reference yield:

(-)-(1S,2R,5S)-1-Chloroacetoxy-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexane (122449-89-2) → (S)-2-(Benzhydrylidene-amino)-pent-4-enoic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester (130157-02-7,130157-10-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 91 percent / NaN₃ / acetone; H₂O / Heating

2: 95 percent / hydrogen / Pd/BaSO₄ / methanol

3: 92 percent / HCl (gas) / diethyl ether / 2 h

4: 94 percent / CH₂Cl₂ / 24 h / Ambient temperature

5: 1.) lithium diisopropylamide / 1.) -78 deg C, THF, 2.) -40 deg C, 2 h

With hydrogenchloride; sodium azide; hydrogen; lithium diisopropyl amide; Pd-BaSO₄; In methanol; diethyl ether; dichloromethane; water; acetone;

DOI:10.1016/S0040-4039(00)94713-0

upstream raw materials:

(Benzhydrylidene-amino)-acetic acid (1S,2R,5S)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Benzophenone imine

(1S,2R,5S)-8-(+)-phenylmenthol

(-)-(1S,2R,5S)-1-Chloroacetoxy-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexane