Indole → HCID 16204229, compound

HRID 1171916Notes

Reaction equation

HRID 1171916 reaction equation
[NH2:1][C:2]([C:5]([OH:7])=O)([CH3:4])[CH3:3].[NH2:8][C@H:9]([C:20](O)=O)[CH2:10][C:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[NH:13][CH:12]=1.[NH:23]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24]1.N1[CH:36]=[CH:35][N:34]=[N:33]1>>[NH:23]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:25]([CH2:10][CH2:9][N:8]2[C:35]([CH2:36][C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[N:34][N:33]=[C:20]2[C@H:9]([NH:8][C:5](=[O:7])[C:2]([NH2:1])([CH3:4])[CH3:3])[CH2:10][C:11]2[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[NH:13][CH:12]=2)=[CH:24]1

Participants

5

Reactant 4

HCID 798Indole8×HCID 6119Aminoisobutyric acidHCID 6305L-Tryptophan8×HCID 178418936HCID 178418936, compound2×

Product 1

HCID 16204229HCID 16204229, compound

Procedure

δ (ppm) 23.5 (CH3 Aib), 23.7 (CH3 Aib), 29.6 (CH2 βTrp), 30.3 (CH2-benzyl and CH2-CH2-indole), 44.1 (CH2—CH2-indole), 46.1 (CH αTrp), 56.8 (Cq Aib), 109.8 (C3 Trp), 109.9 (C3 indole), 111.9 (C7 indole and C7 Trp), 118.3 (C4 Trp), 118.4 (C4 indole), 118.9 (C5 indole and C5 Trp), 121.3 (C6 Trp), 121.5 (C6 indole), 123.7 (C2 indole), 124.7 (C2 Trp), 127.0 (C9 indole), 127.2 (C2 and C6 benzyl), 127.4 (C9 Trp), 128.8 (C3 and C5 benzyl), 129.0 (C4 benzyl), 136.3 (C1 benzyl), 136.4 (C8 indole and C8 Trp), 153.1 (Cq triazole), 155.3 (Cq triazole), 171.8 (CO Aib).

Sources & evidence

ORD record
ord-d31965e27c9344ee8cc537e69aa54c46
Source dataset
uspto-grants-2010_11
Patent number
US07829724B2

Reaction notes

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