HCID 69999782, compound → HCID 44331426, compound

HRID 1634841Notes

Reaction equation

C([O:8][C:9](=[O:54])[C@@H:10]([NH:22][C:23](=[O:53])[C:24]1[CH:29]=[CH:28][C:27]([N:30]2[CH2:35][CH2:34][CH:33]([CH2:36][NH:37][CH2:38][C@H:39]([OH:52])[C:40]3[CH:45]=[CH:44][C:43]([OH:46])=[C:42]([NH:47][S:48]([CH3:51])(=[O:50])=[O:49])[CH:41]=3)[CH2:32][CH2:31]2)=[CH:26][CH:25]=1)[CH2:11][C:12]([O:14]CC1C=CC=CC=1)=[O:13])C1C=CC=CC=1>[Pd].C(O)C.C1CCCCC=1>[OH:52][C@H:39]([C:40]1[CH:45]=[CH:44][C:43]([OH:46])=[C:42]([NH:47][S:48]([CH3:51])(=[O:49])=[O:50])[CH:41]=1)[CH2:38][NH:37][CH2:36][CH:33]1[CH2:32][CH2:31][N:30]([C:27]2[CH:28]=[CH:29][C:24]([C:23]([NH:22][C@@H:10]([CH2:11][C:12]([OH:14])=[O:13])[C:9]([OH:54])=[O:8])=[O:53])=[CH:25][CH:26]=2)[CH2:35][CH2:34]1

Participants

Conditions

Temperature: 78 °C

Procedure

A mixture of (2S)-2-{[4-(4-{[((2R)-2-hydroxy-2-{4-hydroxy-3-[(methylsulfonyl)-amino]-phenyl}-ethyl)amino]methyl}piperidin-1-yl)benzoyl]-amino}butanedioic acid dibenzyl ester (0.074 g, 0.1 mmol) and 0.08 g of 10% palladium on carbon in 4 mL ethanol-cyclohexene (3:1, v/v) was heated at 78° C. until the reduction was complete. The catalyst was filtered (Celite) and the cake was washed with hot methanol. The solvent was removed in vacuo to give 0.023 g of the title compound.

Workup

filtrationThe catalyst was filtered (Celite)
washthe cake was washed with hot methanol
customThe solvent was removed in vacuo

Sources & evidence

ORD record: ord-4d5fd32f32e5437bbe17e630c0bc1c8f
Source dataset: uspto-grants-2003_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06506901B2

Reaction notes

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