(4S,5S)-1-tert-butoxycarbonyl-4,5-diphenyl-2-[(R)-1-(1-naphthyl)ethylimino]imidazolidine

Base Information

• Chemical Name: (4S,5S)-1-tert-butoxycarbonyl-4,5-diphenyl-2-[(R)-1-(1-naphthyl)ethylimino]imidazolidine
• CAS No.: 313695-94-2
• Molecular Formula: C₃₂H₃₃N₃O₂
• Molecular Weight: 491.633
• Mol file: 313695-94-2.mol

Synonyms:(4S,5S)-1-tert-butoxycarbonyl-4,5-diphenyl-2-[(R)-1-(1-naphthyl)ethylimino]imidazolidine

Chemical Property of (4S,5S)-1-tert-butoxycarbonyl-4,5-diphenyl-2-[(R)-1-(1-naphthyl)ethylimino]imidazolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5S)-1-tert-butoxycarbonyl-4,5-diphenyl-2-[(R)-1-(1-naphthyl)ethylimino]imidazolidine

There total 6 articles about (4S,5S)-1-tert-butoxycarbonyl-4,5-diphenyl-2-[(R)-1-(1-naphthyl)ethylimino]imidazolidine 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: 91.0%

N-[(1S,2S)-2-tert-butoxycarbonylamino-1,2-diphenylethyl]-N'-[(R)-1-(1-naphthyl)ethyl]thiourea (313695-81-7) → (4S,5S)-1-tert-butoxycarbonyl-4,5-diphenyl-2-[(R)-1-(1-naphthyl)ethylimino]imidazolidine (313695-94-2)

Guidance literature:

With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In acetonitrile; for 10h; Heating;

DOI:10.1021/jo000745n

Reference yield:

N-[(1S,2S)-2-amino-1,2-diphenylethyl]-N'-[(R)-1-(1-naphthyl)ethyl]thiourea (313695-70-4) → (4S,5S)-1-tert-butoxycarbonyl-4,5-diphenyl-2-[(R)-1-(1-naphthyl)ethylimino]imidazolidine (313695-94-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / Et₃N / CH₂Cl₂ / 20 °C

2: 91 percent / 2-chloro-1,3-dimethylimidazolinium chloride; Et₃N / acetonitrile / 10 h / Heating

With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In dichloromethane; acetonitrile; 1: Acylation / 2: Cyclization;

DOI:10.1021/jo000745n

Reference yield:

(R)-1-(1-Naphthyl)ethylamine (3886-70-2) → (4S,5S)-1-tert-butoxycarbonyl-4,5-diphenyl-2-[(R)-1-(1-naphthyl)ethylimino]imidazolidine (313695-94-2)

Guidance literature:

Multi-step reaction with 5 steps

1: CH₂Cl₂ / 1 h / 20 °C

2: 2-chloro-1,3-dimethylimidazolinium chloride / CH₂Cl₂ / 1 h / 20 °C

3: 53 percent / benzene / 24 h / 20 °C

4: 85 percent / Et₃N / CH₂Cl₂ / 20 °C

5: 91 percent / 2-chloro-1,3-dimethylimidazolinium chloride; Et₃N / acetonitrile / 10 h / Heating

With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In dichloromethane; acetonitrile; benzene; 1: Substitution / 2: Elimination / 3: Substitution / 4: Acylation / 5: Cyclization;

DOI:10.1021/jo000745n

upstream raw materials:

N-[(1S,2S)-2-tert-butoxycarbonylamino-1,2-diphenylethyl]-N'-[(R)-1-(1-naphthyl)ethyl]thiourea

N-[(1S,2S)-2-amino-1,2-diphenylethyl]-N'-[(R)-1-(1-naphthyl)ethyl]thiourea

(R)-1-(1-Naphthyl)ethylamine

(S,S)-1,2-diphenyl-1,2-diaminoethane