L-Methionine → HCID 67565913, compound

HRID 1739157Notes

Reaction equation

HRID 1739157 reaction equation
N[C@H:2]([C:7]([OH:9])=O)[CH2:3][CH2:4]SC.[N+:10]([C:13]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=[C:15](C2C=CC=CC=2C(O)=O)[CH:14]=1)([O-:12])=[O:11].[CH3:32][O:33][C:34](=[O:41])[C@H:35]([CH2:37][CH:38]([CH3:40])[CH3:39])[NH2:36].CCN=C=N[CH2:47][CH2:48][CH2:49]N(C)C.C1C=CC2N(O)N=NC=2C=1>>[CH3:32][O:33][C:34](=[O:41])[C@H:35]([CH2:37][CH:38]([CH3:40])[CH3:39])[N:36]([C:15]1[CH:14]=[C:13]([N+:10]([O-:12])=[O:11])[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:16]=1)[C:7](=[O:9])[C:2]1[CH:3]=[CH:4][CH:49]=[CH:48][CH:47]=1

Participants

6

Reactant 5

HCID 6137L-MethionineHCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 65105(+)-L-Leucine methyl esterHCID 757711-HydroxybenzotriazoleHCID 67565265HCID 67565265, compound

Product 1

HCID 67565913HCID 67565913, compound

Procedure

This compound was prepared with the same method as for the preparation of the methionine derivative (section J) using 4-nitro-2-naphthylbenzoic acid, (S)-leucine methyl ester, EDCI and HOBT. 1H NMR (CDCl3) δ 8.34-8.39 (m, 1H), 8.25 (s, 1H), 8.18 (d, 8.6 Hz, 0.6H), 8.02 (d, 8.6 Hz, 0.4H), 7.91-8.00 (m, 2H), 7.62 (t, 7.0 Hz, 0.6H), 7.48-7.58 (m, 3H), 7.41 (t, 7.0 Hz, 1.4H), 5.71 (d, 7.9 Hz, 0.6H), 5.60 (d, 7.9 Hz, 0.4H), 4.29 (m, 1H), 3.57 (s, 1.7H), 3.52 (s, 1.3H), 1.05-1.11 (m, 0.5H), 0.88-0.97 (m, 0.7H), 0.69-0.78 (m, 0.5H), 0.41-0.59 (m, 7.0H), 0.19-0.26 (m, 0.6H).

Sources & evidence

ORD record
ord-2aedc503eb81440ba402a980869c711b
Source dataset
uspto-grants-1999_10
Patent number
US05965539

Reaction notes

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