HCID 86607048, compound → HCID 58687767, compound

HRID 2075652Notes

Reaction equation

HRID 2075652 reaction equation
C([O:5][C:6](=[O:96])[CH2:7][O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][O:17][CH2:18][CH2:19][O:20][CH2:21][CH2:22][O:23][C:24]1[CH:29]=[C:28]([O:30][CH2:31][CH2:32][O:33][CH2:34][CH2:35][O:36][CH2:37][CH2:38][O:39][CH2:40][CH2:41][O:42][CH2:43][CH2:44][NH:45][C:46]([O:48][CH2:49][CH:50]2[C:62]3[CH:61]=[CH:60][CH:59]=[CH:58][C:57]=3[C:56]3[C:51]2=[CH:52][CH:53]=[CH:54][CH:55]=3)=[O:47])[CH:27]=[C:26]([O:63][CH2:64][CH2:65][O:66][CH2:67][CH2:68][O:69][CH2:70][CH2:71][O:72][CH2:73][CH2:74][O:75][CH2:76][CH2:77][NH:78][C:79]([O:81][CH2:82][CH:83]2[C:95]3[CH:94]=[CH:93][CH:92]=[CH:91][C:90]=3[C:89]3[C:84]2=[CH:85][CH:86]=[CH:87][CH:88]=3)=[O:80])[CH:25]=1)(C)(C)C>C1(C)C=CC=CC=1>[CH:94]1[C:95]2[CH:83]([CH2:82][O:81][C:79]([NH:78][CH2:77][CH2:76][O:75][CH2:74][CH2:73][O:72][CH2:71][CH2:70][O:69][CH2:68][CH2:67][O:66][CH2:65][CH2:64][O:63][C:26]3[CH:25]=[C:24]([CH:29]=[C:28]([O:30][CH2:31][CH2:32][O:33][CH2:34][CH2:35][O:36][CH2:37][CH2:38][O:39][CH2:40][CH2:41][O:42][CH2:43][CH2:44][NH:45][C:46]([O:48][CH2:49][CH:50]4[C:51]5[CH:52]=[CH:53][CH:54]=[CH:55][C:56]=5[C:57]5[C:62]4=[CH:61][CH:60]=[CH:59][CH:58]=5)=[O:47])[CH:27]=3)[O:23][CH2:22][CH2:21][O:20][CH2:19][CH2:18][O:17][CH2:16][CH2:15][O:14][CH2:13][CH2:12][O:11][CH2:10][CH2:9][O:8][CH2:7][C:6]([OH:96])=[O:5])=[O:80])[C:84]3[C:89](=[CH:88][CH:87]=[CH:86][CH:85]=3)[C:90]=2[CH:91]=[CH:92][CH:93]=1

Participants

3

Reactant 1

HCID 86607048HCID 86607048, compound

Product 1

HCID 58687767HCID 58687767, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To Compound 52 (106 mg, 0.079 mmol), 5% hydrated trifluoroacetic acid (0.54 ml) was added at room temperature, and this was followed by stirring for 5 minutes. Toluene (about 1 ml) was added; after concentration under reduced pressure, the concentrate was purified by silica gel column chromatography (Yamazen YFLC Gel, eluent; chloroform solution containing 2% methanol-chloroform solution containing 3% methanol-chloroform solution containing 5% methanol) to yield Compound 53 (light-yellow oil 79 mg, 78%).

Workup

  1. concentrationafter concentration under reduced pressure
  2. customthe concentrate was purified by silica gel column chromatography (Yamazen YFLC Gel, eluent; chloroform solution containing 2% methanol-chloroform solution containing 3% methanol-chloroform solution containing 5% methanol)

Sources & evidence

ORD record
ord-b1b7c5f590ba4e06b2f511c84a65b18c
Source dataset
uspto-grants-2011_04
Patent number
US07919653B2

Reaction notes

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