HCID 86755035, compound → HCID 70130370, compound

HRID 849361Notes

Reaction equation

HRID 849361 reaction equation
C([O:5][C:6]([CH2:8][N:9]([C@H:39]([CH3:62])[C@@H:40]([C:49]1[CH:54]=[CH:53][C:52]([O:55][C:56]2[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=2)=[CH:51][CH:50]=1)[CH2:41][CH2:42][C:43]1[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1)[C:10]([C@@H:12]1[CH2:16][O:15][C:14]([C:28]([O:30][CH2:31][O:32][C:33](=[O:38])[C:34]([CH3:37])([CH3:36])[CH3:35])=[O:29])([C:17]([O:19][CH2:20][O:21][C:22](=[O:27])[C:23]([CH3:26])([CH3:25])[CH3:24])=[O:18])[O:13]1)=[O:11])=[O:7])(C)(C)C>C(O)=O>[C:6]([CH2:8][N:9]([C@H:39]([CH3:62])[C@@H:40]([C:49]1[CH:54]=[CH:53][C:52]([O:55][C:56]2[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=2)=[CH:51][CH:50]=1)[CH2:41][CH2:42][C:43]1[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=1)[C:10]([C@@H:12]1[CH2:16][O:15][C:14]([C:28]([O:30][CH2:31][O:32][C:33](=[O:38])[C:34]([CH3:35])([CH3:36])[CH3:37])=[O:29])([C:17]([O:19][CH2:20][O:21][C:22](=[O:27])[C:23]([CH3:26])([CH3:24])[CH3:25])=[O:18])[O:13]1)=[O:11])([OH:7])=[O:5]

Participants

3

Reactant 1

HCID 86755035HCID 86755035, compound

Product 1

HCID 70130370HCID 70130370, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

926 mg of 2,2-bis(pivaloyloxymethyl) (4S)-4-[N-(tert-butoxycarbonylmethyl)-N-{(1R,2R)-1-methyl-2-(4-phenoxyphenyl)-4-phenylbutyl}carbamoyl]-1,3-dioxolane-2,2-dicarboxylate was dissolved in 12 ml of formic acid and left to stand at room temperature for 2 hours. Then, formic acid was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=5/1→1/1) to obtain 723 mg (yield: 85%) of the above identified compound as a colorless foam.

Workup

  1. waitleft
  2. distillationThen, formic acid was distilled off under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=5/1→1/1)
  4. customto obtain 723 mg (yield: 85%) of the

Sources & evidence

ORD record
ord-fbd9437920b84187bd617b14e3e7202b
Source dataset
uspto-grants-2000_01
Patent number
US06011174

Reaction notes

Loading…