(4S,5S)-2-[(R)-2-(tert-butyldimethylsilyloxy)-1-phenylethylimino]-4,5-diphenyl-1-ethoxycarbonylimidazolidine

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Chemical Name:(4S,5S)-2-[(R)-2-(tert-butyldimethylsilyloxy)-1-phenylethylimino]-4,5-diphenyl-1-ethoxycarbonylimidazolidine
CAS No.:314050-52-7
Molecular Formula:C₃₂H₄₁N₃O₃Si
Molecular Weight:543.781
Hs Code.:

Synonyms:(4S,5S)-2-[(R)-2-(tert-butyldimethylsilyloxy)-1-phenylethylimino]-4,5-diphenyl-1-ethoxycarbonylimidazolidine

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Chemical Property of (4S,5S)-2-[(R)-2-(tert-butyldimethylsilyloxy)-1-phenylethylimino]-4,5-diphenyl-1-ethoxycarbonylimidazolidine

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Technology Process of (4S,5S)-2-[(R)-2-(tert-butyldimethylsilyloxy)-1-phenylethylimino]-4,5-diphenyl-1-ethoxycarbonylimidazolidine

There total 6 articles about (4S,5S)-2-[(R)-2-(tert-butyldimethylsilyloxy)-1-phenylethylimino]-4,5-diphenyl-1-ethoxycarbonylimidazolidine 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: 74.0%

: 314050-49-2
N-[(R)-2-(tert-butyldimethylsilyloxy)-1-phenylethyl]-N'-[(1S,2S)-1,2-diphenyl-2-(ethoxycarbonylamino)ethyl]thiourea

: 314050-52-7
(4S,5S)-2-[(R)-2-(tert-butyldimethylsilyloxy)-1-phenylethylimino]-4,5-diphenyl-1-ethoxycarbonylimidazolidine

Guidance literature:: With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In acetonitrile; for 24h; Heating;
DOI:10.1021/jo000746f

Reference yield:

: 56613-80-0
D-2-phenylglycinol

: 314050-52-7
(4S,5S)-2-[(R)-2-(tert-butyldimethylsilyloxy)-1-phenylethylimino]-4,5-diphenyl-1-ethoxycarbonylimidazolidine

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h / 20 °C

2: Et₃N / CH₂Cl₂ / 1 h / 20 °C

3: 2-chloro-1,3-dimethylimidazolinium chloride / CH₂Cl₂ / 1.2 h / 20 °C

4: 100 percent / CH₂Cl₂ / 25 h / Heating

5: 74 percent / 2-chloro-1,3-dimethylimidazolinium chloride; Et₃N / acetonitrile / 24 h / Heating

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

Reference yield:

: 120417-13-2,120666-55-9
(1R)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-phenylethanamine

: 314050-52-7
(4S,5S)-2-[(R)-2-(tert-butyldimethylsilyloxy)-1-phenylethylimino]-4,5-diphenyl-1-ethoxycarbonylimidazolidine

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 1 h / 20 °C

2: 2-chloro-1,3-dimethylimidazolinium chloride / CH₂Cl₂ / 1.2 h / 20 °C

3: 100 percent / CH₂Cl₂ / 25 h / Heating

4: 74 percent / 2-chloro-1,3-dimethylimidazolinium chloride; Et₃N / acetonitrile / 24 h / Heating

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