4-Amino-1-N-Cbz-piperidine → HCID 68443270, compound

HRID 2246963Notes

Reaction equation

HRID 2246963 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C@@H:9]2[C@@H:14]([O:15][CH2:16][C:17]3[CH:18]=[CH:19][C:20]4[O:25][CH2:24][CH2:23][N:22]([CH2:26][CH2:27][CH2:28][O:29][CH3:30])[C:21]=4[CH:31]=3)[CH2:13][N:12]([S:32]([C:35]3[CH:40]=[CH:39][C:38]([CH3:41])=[CH:37][CH:36]=3)(=[O:34])=[O:33])[C@H:11]([CH2:42][C:43]([CH3:48])([CH3:47])[C:44](O)=[O:45])[CH2:10]2)=[CH:5][CH:4]=1.[CH2:49]([O:56][C:57]([N:59]1[CH2:64][CH2:63][CH:62]([NH2:65])[CH2:61][CH2:60]1)=[O:58])[C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1>>[CH2:49]([O:56][C:57]([N:59]1[CH2:64][CH2:63][CH:62]([NH:65][C:44](=[O:45])[C:43]([CH3:47])([CH3:48])[CH2:42][C@@H:11]2[CH2:10][C@H:9]([C:6]3[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=3)[C@@H:14]([O:15][CH2:16][C:17]3[CH:18]=[CH:19][C:20]4[O:25][CH2:24][CH2:23][N:22]([CH2:26][CH2:27][CH2:28][O:29][CH3:30])[C:21]=4[CH:31]=3)[CH2:13][N:12]2[S:32]([C:35]2[CH:36]=[CH:37][C:38]([CH3:41])=[CH:39][CH:40]=2)(=[O:33])=[O:34])[CH2:61][CH2:60]1)=[O:58])[C:50]1[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=1

Participants

3

Reactant 2

HCID 178466404-Amino-1-N-Cbz-piperidineHCID 68440062HCID 68440062, compound

Product 1

HCID 68443270HCID 68443270, compound

Procedure

According to general procedure D, 224 mg of 3-[(2S,4R,5R)-4-(4-methoxy-phenyl)-5-[4-(3-methoxy-propyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-1-(toluene-4-sulfonyl)-piperidin-2-yl]-2,2-dimethyl-propionic acid (from example 65b) and 87 mg of 4-amino-piperidine-1-carboxylic acid benzyl ester are used to afford the title compound as a colourless oil. Rf=0.18 (EtOAc-heptane 1:1); Rt=5.53.

Sources & evidence

ORD record
ord-03267298c29f4d43b2debbe515e13b6e
Source dataset
uspto-grants-2010_03
Patent number
US07687495B2

Reaction notes

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