3-((tert-Butoxycarbonyl)amino)-3-methylbutanoic acid → HCID 19025479, compound

HRID 1591447Notes

Reaction equation

HRID 1591447 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]=[CH:25][C:26]([F:28])=[CH:27][C:20]=2[NH:19][C:18]1=[O:29]>>[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]=[CH:25][C:26]([F:28])=[CH:27][C:20]=2[NH:19][C:18]1=[O:29])=[O:13])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

3

Reactant 2

HCID 103760463-((tert-Butoxycarbonyl)amino)-3-methylbutanoic acidHCID 54033252HCID 54033252, compound

Product 1

HCID 19025479HCID 19025479, compound

Procedure

Prepared from 3-t-butoxycarbonylamino-3-methylbutanoic acid (Example 31, Step E) and the amine obtained in Step E by the procedure described in Example 1, Step F. 1H NMR (300 MHz, CDCl3): 1.35 (s,6H), 1.41 (s,9H), 1.93 (m,1H), 2.4-2.9 (m,5H), 4.54 (m,1H), 5.19 (br s,1H), 6.73 (m,2H), 6.88 (dt;2,8 Hz;1H), 7.19 (dd;6,8 Hz;1H), 8.07 (m,1H). FAB-MS: calculated for C20H28FN3O4 393; found 394 (M+H,56%).

Sources & evidence

ORD record
ord-ddde9bdee94d4693b0522b30551cf3dd
Source dataset
uspto-grants-1993_04
Patent number
US05206235

Reaction notes

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