HCID 53906919, compound → HCID 53708194, compound

HRID 2083841Notes

Reaction equation

HRID 2083841 reaction equation
[CH3:1][O:2][C:3](=[O:52])[C@H:4]([CH2:48][CH:49]([CH3:51])[CH3:50])[NH:5][C:6](=[O:47])[C@@H:7]([CH2:37][C:38]1[C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[NH:40][CH:39]=1)[NH:8][C:9](=[O:36])[C@H:10]([CH2:28][C:29]1[CH:34]=[CH:33][C:32]([OH:35])=[CH:31][CH:30]=1)[NH:11][C:12](=[O:27])[C@H:13]([CH2:25][OH:26])[NH:14]C(OCC1C=CC=CC=1)=O.[H][H]>[Pd].CO>[CH3:1][O:2][C:3](=[O:52])[C@H:4]([CH2:48][CH:49]([CH3:50])[CH3:51])[NH:5][C:6](=[O:47])[C@@H:7]([CH2:37][C:38]1[C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[NH:40][CH:39]=1)[NH:8][C:9](=[O:36])[C@H:10]([CH2:28][C:29]1[CH:34]=[CH:33][C:32]([OH:35])=[CH:31][CH:30]=1)[NH:11][C:12](=[O:27])[C@H:13]([CH2:25][OH:26])[NH2:14]

Participants

5

Reactant 2

HCID 53906919HCID 53906919, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 53708194HCID 53708194, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Nα -Benzyloxycarbonyl-L-seryl-L-tyrosyl-D-tryptophyl-L-leucine methyl ester, 9.0 g., is dissolved in 850 ml. of boiling methanol. The solution is shaken with hydrogen and 1200 mg. of 20% palladium-on-carbon at room temperature and atmospheric pressure. The reaction is complete in thirty to forty minutes as shown by thin layer chromatography. The reaction mixture is filtered, the solvent evaporated from the filtrate and the residue dried under reduced pressure, 7.1 g., and is used without purification.

Workup

  1. dissolution, is dissolved in 850 ml
  2. customat room temperature
  3. waitThe reaction is complete in thirty to forty minutes
  4. filtrationThe reaction mixture is filtered
  5. customthe solvent evaporated from the filtrate
  6. customthe residue dried under reduced pressure, 7.1 g
  7. custom, and is used without purification

Sources & evidence

ORD record
ord-68a7f3f5bee644c1bf26e3aa2f734bc3
Source dataset
uspto-grants-1978_04
Patent number
US04086219

Reaction notes

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