2-(tert-Butyl)-5-nitro-1H-indole → (R)-N-(2-tert-butyl-1-(2,3-dihydroxypropyl)-1H-indol-5-yl)-1-(3,4-dihydroxyphenyl)cyclopropanecarboxamide

HRID 1964488Notes

Reaction equation

HRID 1964488 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([C:9]2([C:12]([OH:14])=O)[CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[OH:8].[C:15]([C:19]1[NH:20][C:21]2[C:26]([CH:27]=1)=[CH:25][C:24]([N+:28]([O-])=O)=[CH:23][CH:22]=2)([CH3:18])([CH3:17])[CH3:16]>>[C:15]([C:19]1[N:20]([CH2:3][C@@H:2]([OH:1])[CH2:7][OH:8])[C:21]2[C:26]([CH:27]=1)=[CH:25][C:24]([NH:28][C:12]([C:9]1([C:4]3[CH:5]=[CH:6][C:7]([OH:8])=[C:2]([OH:1])[CH:3]=3)[CH2:10][CH2:11]1)=[O:14])=[CH:23][CH:22]=2)([CH3:18])([CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 105849132-(tert-Butyl)-5-nitro-1H-indoleHCID 591293681-(3,4-Dihydroxyphenyl)cyclopropanecarboxylic acid

Product 1

HCID 59129352(R)-N-(2-tert-butyl-1-(2,3-dihydroxypropyl)-1H-indol-5-yl)-1-(3,4-dihydroxyphenyl)cyclopropanecarboxamide

Procedure

(R)—N-(2-tert-butyl-1-(2,3-dihydroxypropyl)-1H-indol-5-yl)-1-(3,4-dihydroxyphenyl)cyclopropanecarboxamide was prepared using an experimental procedure similar to Example 72 from 1-(3,4-dihydroxyphenyl)cyclopropanecarboxylic acid and 2-tert-butyl-5-nitro-1H-indole.

Sources & evidence

ORD record
ord-438d5ab7afc646f2a18016f0b99ec33b
Source dataset
uspto-grants-2013_04
Patent number
US08415387B2

Reaction notes

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