Indole → HCID 16204239, compound

HRID 2370461Notes

Reaction equation

HRID 2370461 reaction equation
[NH2:1][C:2]([C:5]([OH:7])=O)([CH3:4])[CH3:3].[NH:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:10]=[CH:9]1.[NH2:17][C@H:18]([C:29](O)=O)[CH2:19][C:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[NH:22][CH:21]=1.N1[CH:36]=[CH:35][N:34]=[N:33]1>>[NH:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH2:36][C:35]2[N:8]([CH2:9][CH2:10][C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:29]([C@H:18]([NH:17][C:5](=[O:7])[C:2]([NH2:1])([CH3:4])[CH3:3])[CH2:19][C:20]3[C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[NH:22][CH:21]=3)=[N:33][N:34]=2)=[CH:9]1

Participants

5

Reactant 4

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

Product 1

HCID 16204239HCID 16204239, compound

Procedure

δ (ppm) 21.4 (CH2-indole), 23.5 (CH3 Aib), 23.8 (CH3 Aib), 29.5 (CH2 βTrp), 35.8 (CH2—CH2-phenyl), 44.5 (CH2—CH2-phenyl), 45.8 (CH αTrp), 56.7 (Cq Aib), 108.5 (C3 indole), 109.9 (C3 Trp), 114.0 (C7 indole and C7 Trp), 118.4 (C4 Trp), 118.8 (C4 indole and C5 Trp), 119.0 (C5 indole), 121.4 (C6 Trp), 121.7 (C6 indole), 124.0 (C2 indole and C2 Trp), 127.1 (C4 phenyl), 127.7 (C9 indole and C9 Trp), 128.8 (C2 and C6 phenyl), 129.1 (C3 and C5 phenyl), 136.5 (C8 Trp), 136.6 (C8 indole), 137.5 (C1 phenyl), 153.6 (Cq triazole), 155.0 (Cq triazole), 171.8 (CO Aib).

Sources & evidence

ORD record
ord-601c6604af494ed1a0b45db463365316
Source dataset
uspto-grants-2014_04
Patent number
US08710089B2

Reaction notes

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