(4S,5S)-2-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethylimino]-1-tert-butoxycarbonyl-4,5-diphenylimidazolidine

Base Information

Chemical Name:(4S,5S)-2-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethylimino]-1-tert-butoxycarbonyl-4,5-diphenylimidazolidine
CAS No.:314050-62-9
Molecular Formula:C₃₅H₄₇N₃O₃Si
Molecular Weight:585.862
Hs Code.:

Synonyms:(4S,5S)-2-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethylimino]-1-tert-butoxycarbonyl-4,5-diphenylimidazolidine

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Chemical Property of (4S,5S)-2-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethylimino]-1-tert-butoxycarbonyl-4,5-diphenylimidazolidine

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Technology Process of (4S,5S)-2-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethylimino]-1-tert-butoxycarbonyl-4,5-diphenylimidazolidine

There total 7 articles about (4S,5S)-2-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethylimino]-1-tert-butoxycarbonyl-4,5-diphenylimidazolidine 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: 78.0%

: 314050-61-8
N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(1S,2S)-2-(tert-butoxycarbonylamino)-1,2-diphenylethyl]thiourea

: 314050-62-9
(4S,5S)-2-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethylimino]-1-tert-butoxycarbonyl-4,5-diphenylimidazolidine

Guidance literature:: With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In acetonitrile; Heating;
DOI:10.1021/jo000746f

Reference yield:

: 314050-60-7
N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(1S,2S)-2-amino-1,2-diphenylethyl]thiourea

: 314050-62-9
(4S,5S)-2-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethylimino]-1-tert-butoxycarbonyl-4,5-diphenylimidazolidine

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

2: 78 percent / 2-chloro-1,3-dimethylimidazolinium chloride; Et₃N / acetonitrile / Heating

With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In dichloromethane; acetonitrile; 1: Acylation / 2: Cyclization;
DOI:10.1021/jo000746f

Reference yield:

: 3182-95-4
L-Phenylalaninol

: 314050-62-9
(4S,5S)-2-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethylimino]-1-tert-butoxycarbonyl-4,5-diphenylimidazolidine

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 21 h / 20 °C

2: Et₃N / CH₂Cl₂ / 2 h / 20 °C

3: 8.91 percent / 2-chloro-1,3-dimethylimidazolinium chloride / CH₂Cl₂ / 48 h / 20 °C

4: CH₂Cl₂ / Heating

5: 99 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

6: 78 percent / 2-chloro-1,3-dimethylimidazolinium chloride; Et₃N / acetonitrile / Heating

With dmap; 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In dichloromethane; acetonitrile; 1: Substitution / 2: Substitution / 3: dehydrosulfination / 4: thioamidation / 5: Acylation / 6: Cyclization;
DOI:10.1021/jo000746f