(2S)-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]-phenyl}acetic Acid

Base Information

Chemical Name:(2S)-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]-phenyl}acetic Acid
CAS No.:1191413-08-7
Molecular Formula:C₂₃H₂₄N₂O₄
Molecular Weight:392.455
Hs Code.:

Synonyms:(2S)-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]-phenyl}acetic Acid

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Chemical Property of (2S)-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]-phenyl}acetic Acid

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Technology Process of (2S)-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]-phenyl}acetic Acid

There total 8 articles about (2S)-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]-phenyl}acetic Acid 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:

: 1191412-83-5
rac-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}acetic Acid

: 1191413-08-7
(2S)-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]-phenyl}acetic Acid

: 1191413-07-6
(2R)-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}acetic acid

Guidance literature:: With chiral silica gel phase based on the selector poly(N-methacryloyl-L-isoleucine-3-pentylamide); Purification / work up; Resolution of racemate;

Reference yield:

: 157312-15-7
tert-butyl cyclopentyl(4-methylphenyl)acetate

: 1191413-08-7
(2S)-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]-phenyl}acetic Acid

Guidance literature:: Multi-step reaction with 4 steps

1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / chloroform / 2 h / Reflux

2: caesium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

3: trifluoroacetic acid / dichloromethane / 20 °C

4: ethyl acetate / 24 °C / Resolution of racemate

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); caesium carbonate; trifluoroacetic acid; In dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.0c02154

Reference yield:

: 33155-60-1
t-butyl p-tolylacetate

: 1191413-08-7
(2S)-cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]-phenyl}acetic Acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

1.2: 2 h / 0 °C / Inert atmosphere

2.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / chloroform / 2 h / Reflux

3.1: caesium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

4.1: trifluoroacetic acid / dichloromethane / 20 °C

5.1: ethyl acetate / 24 °C / Resolution of racemate

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); potassium tert-butylate; caesium carbonate; trifluoroacetic acid; In dichloromethane; chloroform; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.0c02154