Diisopropylcarbodiimide → HCID 178444554, compound
Reaction equation
CC(C)N=C=NC(C)C.F[C@H]([C@@H](F)CCCCC)CO[C:14]1[CH:15]=[N:16][C:17]([C:20]2[CH:25]=[CH:24][C:23]([O:26][CH2:27][CH2:28][CH2:29][CH2:30][Si:31]([CH3:54])([CH3:53])[CH2:32][CH2:33][C:34]([F:52])([F:51])[C:35]([F:50])([F:49])[C:36]([F:48])([F:47])[C:37]([F:46])([F:45])[C:38]([F:44])([F:43])[C:39]([F:42])([F:41])[F:40])=[CH:22][CH:21]=2)=[N:18][CH:19]=1.[CH2:62]([C@H:67]1[CH2:72][CH2:71][C@H:70]([C:73]([OH:75])=[O:74])[CH2:69][CH2:68]1)[CH2:63][CH2:64][CH2:65][CH3:66]>C(OCC)(=O)C.CN(C1C=CN=CC=1)C>[CH3:54][Si:31]([CH3:53])([CH2:32][CH2:33][C:34]([F:52])([F:51])[C:35]([F:49])([F:50])[C:36]([F:47])([F:48])[C:37]([F:45])([F:46])[C:38]([F:43])([F:44])[C:39]([F:40])([F:41])[F:42])[CH2:30][CH2:29][CH2:28][CH2:27][O:26][C:23]1[CH:24]=[CH:25][C:20]([C:17]2[N:16]=[CH:15][C:14]([O:74][C:73]([C@H:70]3[CH2:69][CH2:68][C@H:67]([CH2:62][CH2:63][CH2:64][CH2:65][CH3:66])[CH2:72][CH2:71]3)=[O:75])=[CH:19][N:18]=2)=[CH:21][CH:22]=1Participants
6
Procedure
A solution of DIC (0.061 g, 0.48 mmol) in ethyl acetate (3.0 ml) was added dropwise to a stirred solution of compound 48 (0.261 g, 0.400 mmol), trans-4-pentylcyclohexanecarboxlic acid (0.095 g, 0.480 mmol) and DMAP (4.90 mg, 0.04 mmol) in ethyl acetate (3.0 ml). The reaction mixture was stirred at room temperature for 24 h, the solvent removed in vacuo and the residues purified by column chromatography [silica gel, eluted with hexane/ethyl acetate (4:1)] to give a colorless solid, which recrystallized acetonitrile to yield colorless crystals.
Workup
- customthe solvent removed in vacuo
- customthe residues purified by column chromatography [silica gel, eluted with hexane/ethyl acetate (4:1)]
- customto give a colorless solid, which
- customrecrystallized acetonitrile
- customto yield colorless crystals
Sources & evidence
- ORD record
- ord-83be632c9c38464baa001d4840aa7966
- Source dataset
- uspto-grants-2004_05
- Patent number
- US06737124B2
Reaction notes
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