(S)-tert-butyl 1-oxo-1-phenylbutan-2-ylcarbamate → (1R,2S)-2-amino-1-(3-methoxyphenyl)butan-1-ol

HRID 13115Notes

Reaction equation

HRID 13115 reaction equation
Cl.N[C@@H](C)[C@@H:4](C1C=CC(OC)=CC=1)[OH:5].[O:15]=[C:16]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)[C@@H:17]([NH:20]C(=O)OC(C)(C)C)[CH2:18][CH3:19]>>[NH2:20][C@@H:17]([CH2:18][CH3:19])[C@@H:16]([C:28]1[CH:29]=[CH:30][CH:31]=[C:32]([O:5][CH3:4])[CH:33]=1)[OH:15]

Participants

3

Reactant 2

HCID 11346070(S)-tert-butyl 1-oxo-1-phenylbutan-2-ylcarbamateHCID 66812926(1R,2S)-2-amino-1-(4-methoxy-phenyl)propan-1-ol hydrochloride

Product 1

HCID 59339767(1R,2S)-2-amino-1-(3-methoxyphenyl)butan-1-ol

Procedure

was synthesised in the same way as 90b from (S)-tert-butyl 1-oxo-1-phenylbutan-2-ylcarbamate (97c, 225 mg, 0.768 mmol).

Sources & evidence

ORD record
ord-37b4e558fe84402d90a812f797b4fa25
Source dataset
uspto-grants-2010_06
Patent number
US07728030B2

Reaction notes

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