HCID 178512865, compound → HCID 178512867, compound

HRID 249071Notes

Reaction equation

HRID 249071 reaction equation
C([NH:11][C@H:12]([C:24]([NH:26][C@H:27]([C:37]([NH:39][C@H:40]([C:45]([N:47]1[CH2:65][CH2:64][CH2:63][C@H:48]1[C:49]([NH:51][C@H:52]([C:60]([OH:62])=[O:61])[CH2:53][CH2:54][CH2:55][NH:56][C:57](=[NH:59])[NH2:58])=[O:50])=[O:46])[CH2:41][C:42](=[O:44])[OH:43])=[O:38])[CH2:28][O:29]CC1C=CC=CC=1)=[O:25])[CH2:13][C:14](=[O:23])[O:15]CC1C=CC=CC=1)(OCC1C=CC=CC=1)=O>C([O-])(=O)C.[NH4+].[Pd]>[NH2:11][C@H:12]([C:24]([NH:26][C@H:27]([C:37]([NH:39][C@H:40]([C:45]([N:47]1[CH2:65][CH2:64][CH2:63][C@H:48]1[C:49]([NH:51][C@H:52]([C:60]([OH:62])=[O:61])[CH2:53][CH2:54][CH2:55][NH:56][C:57](=[NH:58])[NH2:59])=[O:50])=[O:46])[CH2:41][C:42](=[O:43])[OH:44])=[O:38])[CH2:28][OH:29])=[O:25])[CH2:13][C:14](=[O:15])[OH:23]

Participants

4

Reactant 1

HCID 178512865HCID 178512865, compound

Product 1

HCID 178512867HCID 178512867, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 517165Ammonium AcetateSolvent

Procedure

N-carbobenzoxy-O-benzyl-L-aspartyl-O-benzyl-L-seryl-L-aspartyl-L-prolyl-L-arginine (2.7 Kg) is dissolved in 19 L of aqueous 2.3M ammonium acetate. Palladium on charcoal (5-20%) is added. The mixture is purged with nitrogen and then contacted with hydrogen flowing at a rate of 50-100 L/hr for three to sixteen hours at 15°-25° C. and from atmospheric pressure to 50 psig.

Workup

  1. customThe mixture is purged with nitrogen
  2. waitcontacted with hydrogen flowing at a rate of 50-100 L/hr for three to sixteen hours at 15°-25° C. and from atmospheric pressure to 50 psig

Sources & evidence

ORD record
ord-647caae8ab604518b84d91e99488df19
Source dataset
uspto-grants-1993_05
Patent number
US05212287

Reaction notes

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