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

Base Information

Chemical Name:(2S)-3-methyl-2-{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}butanoic acid
CAS No.:1191413-10-1
Molecular Formula:C₂₁H₂₂N₂O₄
Molecular Weight:366.417
Hs Code.:

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

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

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

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

: 1191412-91-5
3-methyl-2-{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}butanoic acid

: 1191413-09-8
(2R)-3-methyl-2-{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}butanoic acid

: 1191413-10-1
(2S)-3-methyl-2-{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}butanoic acid

Guidance literature:: With Daicel Chiralpak AD-H,; Purification / work up; Resolution of racemate;

Reference yield:

: 197659-39-5
tert-butyl 3-methyl-2-(4-methylphenyl)butanoate

: 1191413-10-1
(2S)-3-methyl-2-{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}butanoic acid

Guidance literature:: Multi-step reaction with 4 steps

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

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

3: trifluoroacetic acid / dichloromethane / 20 °C

4: isopropyl alcohol; trifluoroacetic acid; water / 40 °C / Resolution of racemate

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

Reference yield:

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

: 1191413-10-1
(2S)-3-methyl-2-{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}butanoic 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: 4 h / 0 °C / Inert atmosphere

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

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

4.1: trifluoroacetic acid / dichloromethane / 20 °C

5.1: isopropyl alcohol; trifluoroacetic acid; water / 40 °C / Resolution of racemate

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