(S)-phenyl 2-(cyclohexylmethyl)-5-o-tolylpentyl(methyl)carbamate

Base Information

• Chemical Name: (S)-phenyl 2-(cyclohexylmethyl)-5-o-tolylpentyl(methyl)carbamate
• CAS No.: 1370019-45-6
• Molecular Formula: C₂₇H₃₇NO₂
• Molecular Weight: 407.596
• Mol file: 1370019-45-6.mol

Synonyms:

Chemical Property of (S)-phenyl 2-(cyclohexylmethyl)-5-o-tolylpentyl(methyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-phenyl 2-(cyclohexylmethyl)-5-o-tolylpentyl(methyl)carbamate

There total 6 articles about (S)-phenyl 2-(cyclohexylmethyl)-5-o-tolylpentyl(methyl)carbamate 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:

phenyl 2-bromo-3-cyclohexylpropyl(methyl)carbamate (1370019-26-3) + C18H27B (1370019-71-8) → (R)-phenyl 2-(cyclohexylmethyl)-5-o-tolylpentyl(methyl)carbamate + (S)-phenyl 2-(cyclohexylmethyl)-5-o-tolylpentyl(methyl)carbamate (1370019-45-6)

Guidance literature:

With nickel(II) bromide 2-methoxyethyl ether complex; (S,S)-N,N'-dimethyl-1,2-diphenylethane-1,2-diamine; In di-isopropyl ether; at 20 ℃; for 72h; optical yield given as %ee; Inert atmosphere;

DOI:10.1021/ja301612y

Reference yield:

cyclohexyl-3 epoxy-1,2 propane (16529-03-6) → (R)-phenyl 2-(cyclohexylmethyl)-5-o-tolylpentyl(methyl)carbamate + (S)-phenyl 2-(cyclohexylmethyl)-5-o-tolylpentyl(methyl)carbamate (1370019-45-6)

Guidance literature:

Multi-step reaction with 4 steps

1: calcium trifluoromethanesulfonate / acetonitrile / 0 - 20 °C / Inert atmosphere

2: 2,6-dimethylpyridine / diethyl ether / -78 - 20 °C / Inert atmosphere

3: 1H-imidazole; dibromotriphenylphosphorane / dichloromethane / 0 - 20 °C / Inert atmosphere

4: nickel(II) bromide diethylene glycol dimethyl ether; (S,S)-N,N'-dimethyl-1,2-diphenylethane-1,2-diamine / di-isopropyl ether / 72 h / 20 °C / Inert atmosphere

With 1H-imidazole; 2,6-dimethylpyridine; nickel(II) bromide diethylene glycol dimethyl ether; calcium trifluoromethanesulfonate; (S,S)-N,N'-dimethyl-1,2-diphenylethane-1,2-diamine; dibromotriphenylphosphorane; In diethyl ether; dichloromethane; di-isopropyl ether; acetonitrile; 4: Suzuki coupling;

DOI:10.1021/ja301612y

Reference yield:

1-methyl-2-(2-propenyl)-benzene (1587-04-8) → (R)-phenyl 2-(cyclohexylmethyl)-5-o-tolylpentyl(methyl)carbamate + (S)-phenyl 2-(cyclohexylmethyl)-5-o-tolylpentyl(methyl)carbamate (1370019-45-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: di-isopropyl ether / 1.5 h / 60 °C / Inert atmosphere

1.2: 0.75 h / 20 °C / Inert atmosphere

2.1: nickel(II) bromide diethylene glycol dimethyl ether; (S,S)-N,N'-dimethyl-1,2-diphenylethane-1,2-diamine / di-isopropyl ether / 72 h / 20 °C / Inert atmosphere

With nickel(II) bromide diethylene glycol dimethyl ether; (S,S)-N,N'-dimethyl-1,2-diphenylethane-1,2-diamine; In di-isopropyl ether; 2.1: Suzuki coupling;

DOI:10.1021/ja301612y

upstream raw materials:

cyclohexyl-3 epoxy-1,2 propane

1-methyl-2-(2-propenyl)-benzene

phenyl 2-bromo-3-cyclohexylpropyl(methyl)carbamate

C₁₈H₂₇B

Refernces