3-tert-Butyloxycarbonylamino-2-piperidone → HCID 57736559, compound

HRID 912439Notes

Reaction equation

HRID 912439 reaction equation
[O:1]=[C:2]1[C@@H:7]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:6][CH2:5][CH2:4][NH:3]1.Br[CH2:17][CH2:18][O:19][Si:20]([C:23]([CH3:26])([CH3:25])[CH3:24])([CH3:22])[CH3:21]>>[Si:20]([O:19][CH2:18][CH2:17][N:3]1[CH2:4][CH2:5][CH2:6][C@H:7]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:12])([CH3:14])[CH3:13])[C:2]1=[O:1])([C:23]([CH3:26])([CH3:25])[CH3:24])([CH3:22])[CH3:21]

Participants

3

Reactant 2

HCID 1247873-tert-Butyloxycarbonylamino-2-piperidoneHCID 3608067(2-Bromoethoxy)-tert-butyldimethylsilane

Product 1

HCID 57736559HCID 57736559, compound

Procedure

(S)-tert-butyl 1-(2-(tert-butyldimethylsilyloxy)ethyl)-2-oxopiperidin-3-ylcarbamate was prepared from (S)-tert-butyl 2-oxopiperidin-3-ylcarbamate (Example 7) and (2-bromoethoxy)(tert-butyl)dimethylsilane according to the general procedure of Example 9. The crude product was purified by column chromatography, eluting with 50% ethyl acetate/hexanes, to provide compound (2d) in 26% yield.

Workup

  1. customThe crude product was purified by column chromatography
  2. washeluting with 50% ethyl acetate/hexanes

Sources & evidence

ORD record
ord-78a723c5e827433faa7dee67c80bfa69
Source dataset
uspto-grants-2011_09
Patent number
US08026233B2

Reaction notes

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