(R)-3-((S)-1-(4-bromophenyl)ethyl)-6-(2-methylallyl)-6-phenyl-1,3-oxazinan-2-one → HCID 68759724, compound

HRID 2368044Notes

Reaction equation

HRID 2368044 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]([N:10]2[CH2:15][CH2:14][C@@:13]([CH2:22][C:23]([CH3:25])=[CH2:24])([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[O:12][C:11]2=[O:26])[CH3:9])=[CH:4][CH:3]=1.Br[C:28]1C=CC([C@@H](N2CC[C@](CC(C)=C)(C3C=CC=CC=3)OC2=O)C)=C[CH:29]=1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH:9]2[CH2:29][CH2:28]2)[N:10]2[CH2:15][CH2:14][C:13]([CH2:22][C:23]([CH3:25])=[CH2:24])([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[O:12][C:11]2=[O:26])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 46830455(R)-3-((S)-1-(4-bromophenyl)ethyl)-6-(2-methylallyl)-6-phenyl-1,3-oxazinan-2-oneHCID 59532373HCID 59532373, compound

Product 1

HCID 68759724HCID 68759724, compound

Procedure

The stereochemical assignments of the diastereomers are based on the comparison of the 1H NMR data with the data of the known analogs 3-[(S)-1-(4-bromo-phenyl)-ethyl]-(S)-6-(2-methyl-allyl)-6-phenyl-[1,3]oxazinan-2-one and 3-[(S)-1-(4-bromo-phenyl)-ethyl]-(R)-6-(2-methyl-allyl)-6-phenyl-[1,3]oxazinan-2-one.

Sources & evidence

ORD record
ord-e2dff2062496464aaed91bb3754725ac
Source dataset
uspto-grants-2014_04
Patent number
US08703765B2

Reaction notes

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