Benzylamine → HCID 131722649, compound

HRID 1067073Notes

Reaction equation

HRID 1067073 reaction equation
[C:1]([N:8]([CH3:34])[C@H:9]([C:31](O)=[O:32])[CH2:10][CH2:11][CH2:12][NH:13][C:14]([O:16][CH2:17][CH:18]1[C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[C:24]2[C:19]1=[CH:20][CH:21]=[CH:22][CH:23]=2)=[O:15])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[CH2:35]([NH2:42])[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1>>[CH2:35]([NH:42][C:31](=[O:32])[C@H:9]([CH2:10][CH2:11][CH2:12][NH:13][C:14]([O:16][CH2:17][CH:18]1[C:19]2[C:24](=[CH:23][CH:22]=[CH:21][CH:20]=2)[C:25]2[C:30]1=[CH:29][CH:28]=[CH:27][CH:26]=2)=[O:15])[N:8]([C:1]([O:3][C:4]([CH3:6])([CH3:7])[CH3:5])=[O:2])[CH3:34])[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1

Participants

3

Reactant 2

HCID 7504BenzylamineHCID 122173709HCID 122173709, compound

Product 1

HCID 131722649HCID 131722649, compound

Procedure

This compound is prepared using Procedure C. Nα-Boc-Nδ-Fmoc-Nα-methylornithine (100 mg) was coupled with benzylamine to afford titled compound (50 mg) as a glassy solid: 1H NMR (400 MHz, CDCl3) δ1.42 (s, 9H), 1.52 (m, 2H), 1.70 (m, 2H), 2.80 (s, 3H), 3.26 (m, 2H), 4.18 (m, 1H), 4.22 (m, 1H), 4.41 (m, 2H), 4.61 (m, 2H), 7.31 (m, 7H), 7.43 (m, 2H), 7.63 (m, 2H), and 7.81 (m, 2H).

Workup

  1. customThis compound is prepared

Sources & evidence

ORD record
ord-470e08592c2d4454ad79993d45f7f4e6
Source dataset
uspto-grants-2001_06
Patent number
US06245746B1

Reaction notes

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