3-((tert-Butoxycarbonyl)amino)-3-methylbutanoic acid → HCID 19025696, compound

HRID 1033390Notes

Reaction equation

HRID 1033390 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]([CH3:15])([CH3:14])[CH2:10][C:11]([OH:13])=O)=[O:7])([CH3:4])([CH3:3])[CH3:2].[NH2:16][CH:17]1[CH2:23][CH2:22][C:21]2[CH:24]=[C:25]([C:28]([F:31])([F:30])[F:29])[CH:26]=[CH:27][C:20]=2[NH:19][C:18]1=[O:32]>>[C:1]([O:5][C:6]([NH:8][C:9]([CH3:15])([CH3:14])[CH2:10][C:11]([NH:16][CH:17]1[CH2:23][CH2:22][C:21]2[CH:24]=[C:25]([C:28]([F:29])([F:30])[F:31])[CH:26]=[CH:27][C:20]=2[NH:19][C:18]1=[O:32])=[O:13])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 103760463-((tert-Butoxycarbonyl)amino)-3-methylbutanoic acidHCID 19025498HCID 19025498, compound

Product 1

HCID 19025696HCID 19025696, compound

Procedure

Prepared from 3-t-butoxycarbonylamino-3-methylbutanoic acid (Example 31, Step E) and the amine obtained in Step H by the procedure described in Example 1, Step F. 1H NMR (200MHz, CDCl3): 1.34 (s,6H), 1.42 (s,9H), 1.98 (m,1H), 2.50 (d,14Hz,1H), 2.63 (d,14Hz,1H), 2.7-3.0 (m,3H), 4.50 (m,1H), 6.75 (d,7Hz,1H), 7.10 (d,8Hz,1H), 7.51 (br s,2H), 7.94 (br s,1H). FAB-MS: calculated for C21H28F3N3O4 443; found 444 (M+H,74%).

Sources & evidence

ORD record
ord-0fbc9c5b78224a96a1816f18b300ae2a
Source dataset
uspto-grants-1994_05
Patent number
US05310737

Reaction notes

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