Tert-butyl 4-hydroxypiperidine-1-carboxylate → HCID 89590519, compound

HRID 522403Notes

Reaction equation

HRID 522403 reaction equation
[C:1]([C@H:5]1[C:32](=[O:33])[N:31]2[CH2:34][C@@H:28]([CH2:29][C@H:30]2[C:35]([O:37][CH3:38])=[O:36])[O:27][C:17]2=[N:18][C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:24]=3[C:25]([OH:26])=[C:16]2[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][C@@H:10]2[CH2:39][C@H:9]2[O:8][C:7](=[O:40])[NH:6]1)([CH3:4])([CH3:3])[CH3:2].[C:41]([N:48]1[CH2:53][CH2:52][CH:51](O)[CH2:50][CH2:49]1)([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42]>>[C:44]([O:43][C:41]([N:48]1[CH2:53][CH2:52][CH:51]([O:26][C:25]2[C:24]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[N:18]=[C:17]3[O:27][C@H:28]4[CH2:34][N:31]([C:32](=[O:33])[C@H:5]([C:1]([CH3:4])([CH3:2])[CH3:3])[NH:6][C:7](=[O:40])[O:8][C@@H:9]5[CH2:39][C@H:10]5[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][C:16]=23)[C@H:30]([C:35]([O:37][CH3:38])=[O:36])[CH2:29]4)[CH2:50][CH2:49]1)=[O:42])([CH3:47])([CH3:45])[CH3:46]

Participants

3

Reactant 2

HCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 178501306HCID 178501306, compound

Product 1

HCID 89590519HCID 89590519, compound

Procedure

The title compound was prepared using the same method as described in Example 210, Step 1 with methyl (1aR,5S,8S,10R,22aR)-5-tert-butyl-17-hydroxy-3,6-dioxo-1,1a,3,4,5,6,9,10,18,19,20,21,22,22a-tetradecahydro-8H-7,10-methanocyclopropa[18,19][1,10,3,6]dioxadiazacyclononadecino[11,12-b]quinoline-8-carboxylate (Example 113, Step 5) and 1-Boc-4-hydroxypiperidine. LRMS (ES+) m/z 737.5 (M+H)+.

Sources & evidence

ORD record
ord-3559acffcd254820846a6837ce4c290b
Source dataset
uspto-grants-2016_05
Patent number
US09328138B2

Reaction notes

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