Menadione → HCID 67057807, compound

HRID 1528018Notes

Reaction equation

HRID 1528018 reaction equation
[CH3:1][C:2]1[C:12](=[O:13])[C:11]2[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=2[C:4](=[O:5])[CH:3]=1.[C:14]([O:18][C:19]([NH:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28]C(O)=O)=[CH:24][CH:23]=1)=[O:20])([CH3:17])([CH3:16])[CH3:15]>>[C:14]([O:18][C:19](=[O:20])[NH:21][C:22]1[CH:23]=[CH:24][C:25]([CH2:28][C:3]2[C:4](=[O:5])[CH:6]3[CH:11]([C:12](=[O:13])[C:2]=2[CH3:1])[CH:10]=[CH:9][CH:8]=[CH:7]3)=[CH:26][CH:27]=1)([CH3:17])([CH3:16])[CH3:15]

Participants

3

Reactant 2

HCID 4055MenadioneHCID 28249932-(4-((Tert-butoxycarbonyl)amino)phenyl)acetic acid

Product 1

HCID 67057807HCID 67057807, compoundYield 12%

Procedure

As starting materials for the coupling reaction menadione and (4-tert-Butoxycarbonylamino-phenyl)-acetic acid were used. Synthesis is realized according to the general procedure described in general procedure of example 1. After chromatography on silica gel (cyclohexane:ethyl acetate=3:1, UV), 527 mg (1.4 mmol, 12% yield) of P_TM45 were isolated as yellow solid.

Workup

  1. customSynthesis

Sources & evidence

ORD record
ord-17fbc7e633664ae5aed089ffd2b32b25
Source dataset
uspto-grants-2015_07
Patent number
US09090549B2

Reaction notes

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