{2-[2-(2-{2-[2-(4-{2-[2-(2-{2-[2-(9H-fluoren-9-yl-methoxycarbonylamino)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-phenoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}acetic acid tert-butyl ester → {2-[2-(2-{2-[2-(4-{2-[2-(2-{2-[2-(9H-fluoren-9-yl-methoxycarbonylamino)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-phenoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}acetic acid

HRID 2075640Notes

Reaction equation

HRID 2075640 reaction equation
C([O:5][C:6](=[O:63])[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]=[CH:28][C:27]([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][N:45]([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)[C:46]([O:48][CH3:49])=[O:47])=[CH:26][CH:25]=1)(C)(C)C>C1(C)C=CC=CC=1>[CH:52]1[C:51]2[CH:50]([N:45]([C:46]([O:48][CH3:49])=[O:47])[CH2:44][CH2:43][O:42][CH2:41][CH2:40][O:39][CH2:38][CH2:37][O:36][CH2:35][CH2:34][O:33][CH2:32][CH2:31][O:30][C:27]3[CH:26]=[CH:25][C:24]([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:63])=[O:5])=[CH:29][CH:28]=3)[C:62]3[C:57](=[CH:58][CH:59]=[CH:60][CH:61]=3)[C:56]=2[CH:55]=[CH:54][CH:53]=1

Participants

3

Reactant 1

HCID 67089303{2-[2-(2-{2-[2-(4-{2-[2-(2-{2-[2-(9H-fluoren-9-yl-methoxycarbonylamino)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-phenoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}acetic acid tert-butyl ester

Product 1

HCID 67089203{2-[2-(2-{2-[2-(4-{2-[2-(2-{2-[2-(9H-fluoren-9-yl-methoxycarbonylamino)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-phenoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}acetic acidYield 96%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To Compound 29 (196 mg, 0.25 mmol), 5% hydrated trifluoroacetic acid (1.5 ml) was added at room temperature; 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 containing 3% methanol-ethyl acetate solution containing 10% methanol) to yield Compound 30 (colorless oil 175 mg, 96%).

Workup

  1. concentrationafter concentration under reduced pressure
  2. customthe concentrate was purified by silica gel column chromatography (Yamazen YFLC Gel, eluent; chloroform containing 3% methanol-ethyl acetate solution containing 10% methanol)

Sources & evidence

ORD record
ord-86224fce6c754ef2a829ac384c85c626
Source dataset
uspto-grants-2011_04
Patent number
US07919653B2

Reaction notes

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