(2R,4'R,5'S)-2-amino-1-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-4-penten-1-one

Base Information

Chemical Name:(2R,4'R,5'S)-2-amino-1-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-4-penten-1-one
CAS No.:307304-61-6
Molecular Formula:C₁₆H₂₁N₃O₂
Molecular Weight:287.362
Hs Code.:

Synonyms:(2R,4'R,5'S)-2-amino-1-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-4-penten-1-one

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Chemical Property of (2R,4'R,5'S)-2-amino-1-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-4-penten-1-one

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Technology Process of (2R,4'R,5'S)-2-amino-1-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-4-penten-1-one

There total 5 articles about (2R,4'R,5'S)-2-amino-1-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-4-penten-1-one 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: 79.0%

: 556-56-9
allyl iodid

: 307304-38-7
(4R,5S)-(+)-1-[2'-(diphenylmethyleneamino)acetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone

: 307304-61-6
(2R,4'R,5'S)-2-amino-1-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-4-penten-1-one

Guidance literature:: allyl iodid; (4R,5S)-(+)-1-[2'-(diphenylmethyleneamino)acetyl]-3,4-dimethyl-5-phenyl-2-imidazolidinone; With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In acetonitrile; at -20 ℃; for 1h;

With hydrogenchloride; In water; Further stages.;
DOI:10.1021/jo000321t

Reference yield:

: 112791-04-5
(4R,5S)-3,4-dimethyl-5-phenyl-imidazolidin-2-one

: 307304-61-6
(2R,4'R,5'S)-2-amino-1-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-4-penten-1-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetonitrile / 4 h / 80 °C

2.1: NaN₃ / acetonitrile / 72 h / 80 °C

3.1: H₂; HCl / Pd/C / methanol; H₂O

4.1: CH₂Cl₂ / 24 h / 20 °C

5.1: DBU; LiCl / acetonitrile / 1 h / -20 °C

5.2: 79 percent / HCl / H₂O

With hydrogenchloride; sodium azide; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; palladium on activated charcoal; In methanol; dichloromethane; water; acetonitrile; 1.1: Substitution / 2.1: Substitution / 3.1: Catalytic hydrogenation / 4.1: Condensation / 5.1: Alkylation / 5.2: Hydrolysis;
DOI:10.1021/jo000321t

Reference yield:

: 143359-25-5
(4R,5S)-(+)-(2'-chloroacetyl)-3,4-dimethyl-5-phenyl-2-imidazolidinone

: 307304-61-6
(2R,4'R,5'S)-2-amino-1-(3',4'-dimethyl-2'-oxo-5'-phenyl-1'-imidazolydinyl)-4-penten-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaN₃ / acetonitrile / 72 h / 80 °C

2.1: H₂; HCl / Pd/C / methanol; H₂O

3.1: CH₂Cl₂ / 24 h / 20 °C

4.1: DBU; LiCl / acetonitrile / 1 h / -20 °C

4.2: 79 percent / HCl / H₂O

With hydrogenchloride; sodium azide; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; palladium on activated charcoal; In methanol; dichloromethane; water; acetonitrile; 1.1: Substitution / 2.1: Catalytic hydrogenation / 3.1: Condensation / 4.1: Alkylation / 4.2: Hydrolysis;
DOI:10.1021/jo000321t