Indole → HCID 16204239, compound

HRID 1171915Notes

Reaction equation

HRID 1171915 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-7b44ddc2404d4bf4a01d60c033accf19
Source dataset
uspto-grants-2010_11
Patent number
US07829724B2

Reaction notes

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