Lithium Hydroxide → HCID 9866559, compound

HRID 1739156Notes

Reaction equation

HRID 1739156 reaction equation
N[C@H](C(O)=O)CCSC.Cl.C[O:12][C:13](=[O:40])[C@H:14]([CH2:36][CH:37]([CH3:39])[CH3:38])[NH:15][C:16](=[O:35])[C:17]1[CH:22]=[CH:21][C:20]([NH:23][CH2:24][C@@H:25]([NH2:28])[CH2:26][SH:27])=[CH:19][C:18]=1[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.[OH-].[Li+]>>[NH2:28][C@@H:25]([CH2:26][SH:27])[CH2:24][NH:23][C:20]1[CH:21]=[CH:22][C:17]([C:16]([NH:15][C@H:14]([C:13]([OH:40])=[O:12])[CH2:36][CH:37]([CH3:39])[CH3:38])=[O:35])=[C:18]([C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)[CH:19]=1

Participants

4

Reactant 3

HCID 3939Lithium HydroxideHCID 6137L-MethionineHCID 86754589HCID 86754589, compound

Product 1

HCID 9866559HCID 9866559, compound

Procedure

This compound was prepared with the same method as for the preparation of the methionine derivative (see Example 26, section D), using 4-[2(R)-amino-3-mercaptopropyl]amino-2-phenylbenzoyl-(S)-leucine methyl ester hydrochloride and lithium hydroxide. 1H NMR (CD3OD) δ 7.42 (d, 8.5 Hz, 1H), 7.29-7.38 (m, 5H), 6.73 (d, 8.5 Hz, 1H), 6.66 (s, 1H), 4.32 (dd, 3.3 and 5.9 Hz, 1H), 3.41-3.57 (m, 3H), 2.94 (dd, 4.3 and 14.5 Hz, 1H), 2.78 (5.2 and 14.5 Hz, 1H), 1.45 (t, 6.7 Hz, 2H), 1.17-1.26 (m, 1H), 0.78-0.83 (t, 8.5 Hz, 6H).

Sources & evidence

ORD record
ord-4baf4aaee1fe4c9da6ede5181cdf0a8f
Source dataset
uspto-grants-1999_10
Patent number
US05965539

Reaction notes

Loading…