Hydroxylamine → HCID 15389456, compound

HRID 1082005Notes

Reaction equation

HRID 1082005 reaction equation
C(O[C:6](=[O:30])[CH:7]([CH2:28][CH3:29])[CH2:8][C:9](=[O:27])[C@@H:10]([N:12]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH3:11])(C)(C)C.C(OC(=O)C(Br)CC)(C)(C)C.C[C:43]([CH:45]([N:47](CC1C=CC=CC=1)[CH2:48][C:49]1C=CC=CC=1)C)=O.NO>>[CH2:45]([N:47]([CH2:48][CH3:49])[C:6](=[O:30])[CH:7]([CH2:28][CH3:29])[CH2:8][C:9](=[O:27])[C@@H:10]([N:12]([CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH3:11])[CH3:43]

Participants

5

Reactant 4

HCID 787HydroxylamineHCID 124402103-(Dibenzylamino)butan-2-oneHCID 13124118tert-Butyl 2-bromobutanoateHCID 15389457HCID 15389457, compound

Product 1

HCID 15389456HCID 15389456, compound

Procedure

Examples 10 and 11 provide a detailed description for the preparation of (5S)-5-(N,N-dibenzylamino)-2-ethyl-4-oxo-hexanoic acid-tert-butyl ester from tert-butyl-2-bromobutyrate and α-(N,N-dibenzylamino)ethyl methyl ketone. This compound is reduced to the corresponding amino alcohol as described in detail above.

Workup

  1. customExamples 10 and 11 provide a detailed description

Sources & evidence

ORD record
ord-213729b141184971b1ce39abacdb58dc
Source dataset
uspto-grants-1996_12
Patent number
US05587514

Reaction notes

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