HCID 54097802, compound → HCID 54560982, compound

HRID 1763734Notes

Reaction equation

HRID 1763734 reaction equation
[CH3:1][O:2][C:3](=[O:63])[C@H:4]([CH2:59][CH:60]([CH3:62])[CH3:61])[NH:5][C:6](=[O:58])[C@@H:7]([CH2:51][C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1)[NH:8][C:9](=[O:50])[C@H:10]([CH2:42][C:43]1[CH:48]=[CH:47][C:46]([OH:49])=[CH:45][CH:44]=1)[NH:11][C:12](=[O:41])[C@H:13]([CH2:39][OH:40])[NH:14][C:15](=[O:38])[C@H:16]([CH2:28][C:29]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[NH:31][CH:30]=1)[NH:17]C(OCC1C=CC=CC=1)=O>[Pd].CO>[CH3:1][O:2][C:3](=[O:63])[C@H:4]([CH2:59][CH:60]([CH3:61])[CH3:62])[NH:5][C:6](=[O:58])[C@@H:7]([CH2:51][C:52]1[CH:53]=[CH:54][CH:55]=[CH:56][CH:57]=1)[NH:8][C:9](=[O:50])[C@H:10]([CH2:42][C:43]1[CH:48]=[CH:47][C:46]([OH:49])=[CH:45][CH:44]=1)[NH:11][C:12](=[O:41])[C@H:13]([CH2:39][OH:40])[NH:14][C:15](=[O:38])[C@H:16]([CH2:28][C:29]1[C:37]2[C:32](=[CH:33][CH:34]=[CH:35][CH:36]=2)[NH:31][CH:30]=1)[NH2:17]

Participants

4

Reactant 1

HCID 54097802HCID 54097802, compound

Product 1

HCID 54560982HCID 54560982, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Nα -benzyloxycarbonyl-L-tryptophyl-L-seryl-L-tyrosyl-D-phenylalanyl-L-leucine methyl ester, 6.0 g., is dissolved in 140 ml. of absolute methanol and 800 mg. of 20% palladium on carbon added. The mixture is reduced under a hydrogen atmosphere, monitoring by thin layer chromatography. The catalyst is removed by filtration using a filter aid (Super-Cel). The solvent is evaporated to leave a solid residue which is dried under reduced pressure and used without further treatment.

Workup

  1. dissolution, is dissolved in 140 ml
  2. customThe catalyst is removed by filtration
  3. customThe solvent is evaporated
  4. customto leave a solid residue which
  5. customis dried under reduced pressure

Sources & evidence

ORD record
ord-321ec354cc6f481f8d22c9e6367924c0
Source dataset
uspto-grants-1978_09
Patent number
US04111923

Reaction notes

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