Boc-L-Valine → HCID 86753920, compound

HRID 1418691Notes

Reaction equation

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

Participants

Reactant 2

HCID 83693Boc-L-Valine

HCID 613105HCID 613105, compound

Product 1

HCID 86753920HCID 86753920, compound

Procedure

The title compound was prepared according to the procedure in Example 3A except using N-[(1,1-dimethylethoxy)carbonyl]-L-valine and (±)-7-(1-hydroxypropyl)-8-methylindolizino[1,2-b]quinolin-9(11H)-one. 1H NMR (CDCl3) d 8.34 (s, 1H), 8.22 (m, 1H), 7.91 (d, J=8.2 Hz, 1H), 7.80 (m, 1H), 7.62 (m, 1H), 7.34 (two s, 1H), 5.94 (m, 1H), 5.26 (s, 2H), 5.04 (two br d, J=9.3 Hz, 1H), 4.36 (two d, J=4.5 Hz, 1H), 2.36 (s, 3H), 2.4-2.2 (m, 1H), 2.1-1.8 (m, 2H), 1.44 and 1.38 (two s, 9H), 1.00 (overlapping t and d, 9H).

Sources & evidence

ORD record: ord-4197f5ae8f74429f92af27341b865f8a
Source dataset: uspto-grants-1999_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05883255

Reaction notes

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