tert-butyl [(3R,7R)-3-amino-2-oxo-7-phenylazepan-1-yl]acetate → tert-Butyl [(3R,7R)-2-oxo-3-({[4-(2-oxo-1,4-dihydroquinazolin-3(2H)-yl)piperidin-1-yl]carbonyl}amino)-7-phenylazepan-1-yl]acetate

HRID 1271492Notes

Reaction equation

HRID 1271492 reaction equation
[NH2:1][C@@H:2]1[CH2:8][CH2:7][CH2:6][C@H:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:4]([CH2:15][C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[C:3]1=[O:23].[O:24]=[C:25]1[N:34]([CH:35]2[CH2:40][CH2:39][N:38]([C:41](Cl)=[O:42])[CH2:37][CH2:36]2)[CH2:33][C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[NH:26]1>>[O:23]=[C:3]1[C@H:2]([NH:1][C:41]([N:38]2[CH2:39][CH2:40][CH:35]([N:34]3[CH2:33][C:32]4[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=4)[NH:26][C:25]3=[O:24])[CH2:36][CH2:37]2)=[O:42])[CH2:8][CH2:7][CH2:6][C@H:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:4]1[CH2:15][C:16]([O:18][C:19]([CH3:20])([CH3:22])[CH3:21])=[O:17]

Participants

3

Reactant 2

HCID 14003455tert-butyl [(3R,7R)-3-amino-2-oxo-7-phenylazepan-1-yl]acetateHCID 183211084-(2-oxo-1,4-dihydroquinazolin-3(2H)-yl)piperidine-1-carbonyl chloride

Product 1

HCID 11342179tert-Butyl [(3R,7R)-2-oxo-3-({[4-(2-oxo-1,4-dihydroquinazolin-3(2H)-yl)piperidin-1-yl]carbonyl}amino)-7-phenylazepan-1-yl]acetate

Procedure

The title compound was prepared with tert-butyl [(3R,7R)-3-amino-2-oxo-7-phenylazepan-1-yl]acetate and 4-(2-oxo-1,4-dihydroquinazolin-3(2H)-yl)piperidine-1-carbonyl chloride using a similar procedure to Example 1. MS 576 (M+1).

Sources & evidence

ORD record
ord-90409d934384473bae72d170c76a12d0
Source dataset
uspto-grants-2007_04
Patent number
US07205292B2

Reaction notes

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