(4S,5R,3'S)-3-(3'-benzyloxyamino-3'-phenylpropanoyl)-1,5-dimethyl-4-phenylimidazolin-2-one

Base Information

Chemical Name:(4S,5R,3'S)-3-(3'-benzyloxyamino-3'-phenylpropanoyl)-1,5-dimethyl-4-phenylimidazolin-2-one
CAS No.:293734-22-2
Molecular Formula:C₂₇H₂₉N₃O₃
Molecular Weight:443.546
Hs Code.:

Synonyms:(4S,5R,3'S)-3-(3'-benzyloxyamino-3'-phenylpropanoyl)-1,5-dimethyl-4-phenylimidazolin-2-one

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Chemical Property of (4S,5R,3'S)-3-(3'-benzyloxyamino-3'-phenylpropanoyl)-1,5-dimethyl-4-phenylimidazolin-2-one

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Technology Process of (4S,5R,3'S)-3-(3'-benzyloxyamino-3'-phenylpropanoyl)-1,5-dimethyl-4-phenylimidazolin-2-one

There total 1 articles about (4S,5R,3'S)-3-(3'-benzyloxyamino-3'-phenylpropanoyl)-1,5-dimethyl-4-phenylimidazolin-2-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: 72.0%

: 622-33-3
N-benzyloxyamine

: 157659-19-3
(4R,5S)-1-cinnamoyl-3,4-dimethyl-5-phenylimidazolidin-2-one

: 293734-22-2
(4S,5R,3'S)-3-(3'-benzyloxyamino-3'-phenylpropanoyl)-1,5-dimethyl-4-phenylimidazolin-2-one

: 293734-23-3
(4S,5R,3'R)-3-(3'-benzyloxyamino-3'-phenylpropanoyl)-1,5-dimethyl-4-phenylimidazolin-2-one

Guidance literature:: With magnesium bromide; In dichloromethane; at 20 ℃; for 72h;
DOI:10.1002/1099-0690(200007)2000:13<2489::aid-ejoc2489>3.3.co;2-z

Reference yield: 60.0%

: 293734-22-2
(4S,5R,3'S)-3-(3'-benzyloxyamino-3'-phenylpropanoyl)-1,5-dimethyl-4-phenylimidazolin-2-one

: 293734-29-9
(4S,5R,2'S,3'R)-1,5-dimethyl-4-phenyl-3-[(3'-phenyl-2'-aziridinyl)carbonyl]imidazolin-2-one

Guidance literature:: With TEA; dimethylaluminum chloride; In hexane; dichloromethane; for 3h;
DOI:10.1002/1099-0690(200007)2000:13<2489::aid-ejoc2489>3.3.co;2-z

Reference yield:

: 293734-22-2
(4S,5R,3'S)-3-(3'-benzyloxyamino-3'-phenylpropanoyl)-1,5-dimethyl-4-phenylimidazolin-2-one

: methyl (2S,3R,2'S)-2-(2'-fluorenylmethoxycarbonylamino-4'-methylpentanoyl)amino-3-hydroxy-3-phenylpropanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 60 percent / AlMe₂Cl; TEA / CH₂Cl₂; hexane / 3 h

2: 75 percent / TEA; DMAP / CH₂Cl₂ / 4 h

3: 65 percent / BF₃*Et₂O; piperidine / H₂O; CH₂Cl₂ / 4 h

4: H₂O₂; LiOH / tetrahydrofuran; H₂O

5: diethyl ether / 2 h

With piperidine; dmap; lithium hydroxide; TEA; boron trifluoride diethyl etherate; dihydrogen peroxide; dimethylaluminum chloride; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; 1: Cyclization / 2: Cyclization / 3: Hydrolysis / 4: Hydrolysis / 5: Methylation;
DOI:10.1002/1099-0690(200007)2000:13<2489::aid-ejoc2489>3.3.co;2-z