4-Nitrophenyl chloroformate → HCID 68675980, compound

HRID 643161Notes

Reaction equation

HRID 643161 reaction equation
[CH2:1]([O:8][C:9]1[C:14]([CH3:15])=[CH:13][C:12]([CH2:16][C@@H:17]([OH:22])[C:18]([O:20][CH3:21])=[O:19])=[CH:11][C:10]=1[CH3:23])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:25](OC1C=CC([N+]([O-])=O)=CC=1)=[O:26].[CH3:37][O:38][C:39]1[CH:40]=[CH:41][C:42]2[NH:48][C:47](=[O:49])[N:46]([CH:50]3[CH2:55][CH2:54][NH:53][CH2:52][CH2:51]3)[CH2:45][CH2:44][C:43]=2[CH:56]=1>>[CH3:37][O:38][C:39]1[CH:40]=[CH:41][C:42]2[NH:48][C:47](=[O:49])[N:46]([CH:50]3[CH2:55][CH2:54][N:53]([C:25]([O:22][C@@H:17]([C:18]([O:20][CH3:21])=[O:19])[CH2:16][C:12]4[CH:11]=[C:10]([CH3:23])[C:9]([O:8][CH2:1][C:2]5[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=5)=[C:14]([CH3:15])[CH:13]=4)=[O:26])[CH2:52][CH2:51]3)[CH2:45][CH2:44][C:43]=2[CH:56]=1

Participants

4

Reactant 3

HCID 821294-Nitrophenyl chloroformateHCID 183568527-methoxy-3-(piperidin-4-yl)-4,5-dihydro-1H-benzo[d][1,3]diazepin-2(3H)-oneHCID 67273374methyl(R)-3-(4-benzyloxy-3,5-dimethyl-phenyl)-2-hydroxy-propionate

Product 1

HCID 68675980HCID 68675980, compound

Procedure

Prepared analogously to Example 21a from 1.41 g (3.63 mmol) methyl (R)-3-(4-benzyloxy-3,5-dimethyl-phenyl)-2-hydroxy-propionate, 0.75 g (3.63 mmol) 4-nitrophenyl chloroformate and 1.00 g (3.63 mmol) 7-methoxy-3-piperidin-4-yl-1,3,4,5-tetrahydro-1,3-benzodiazepin-2-one.

Sources & evidence

ORD record
ord-32ffa05e29f443d3b572be1fd63557d0
Source dataset
uspto-grants-2010_04
Patent number
US07696209B2

Reaction notes

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