HCID 131709969, compound → HCID 131709968, compound

HRID 1580871Notes

Reaction equation

HRID 1580871 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:15]([NH:17][C@H:18]([C:26]([NH:28][C@H:29]([C:35]([NH:37][C@H:38]([C:47]([NH:49][C@H:50]([C:58]([O:60][CH3:61])=[O:59])[CH2:51][C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1)=[O:48])[CH2:39][C:40](=[O:46])[O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:36])[CH2:30][CH2:31][C:32](=[O:34])[NH2:33])=[O:27])[C@@H:19]([CH3:25])[O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:16])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:6][CH:5]=1.[H][H]>[Pd].CO>[NH2:1][C@H:2]([C:15]([NH:17][C@H:18]([C:26]([NH:28][C@H:29]([C:35]([NH:37][C@H:38]([C:47]([NH:49][C@H:50]([C:58]([O:60][CH3:61])=[O:59])[CH2:51][C:52]1[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1)=[O:48])[CH2:39][C:40](=[O:46])[O:41][C:42]([CH3:43])([CH3:44])[CH3:45])=[O:36])[CH2:30][CH2:31][C:32](=[O:34])[NH2:33])=[O:27])[C@@H:19]([CH3:25])[O:20][C:21]([CH3:24])([CH3:22])[CH3:23])=[O:16])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([O:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 131709969HCID 131709969, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 131709968HCID 131709968, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

4.0 g of Z-Tyr(tBu)-Thr(tBu)-Gln-Asp(OtBu)-Phe-OCH3 in 100 ml of absolute pre-hydrogenated N,N-dimethylformamide are decarbobenzoxylated with hydrogen at room temperature with the addition of 1.4 g of 10 % strength palladium on charcoal. After completion of the hydrogen uptake the mixture is diluted with 400 ml of methanol, filtered and evaporated in vacuo. The colourless solid residue is used for the next stage without further purification.

Workup

  1. filtrationfiltered
  2. customevaporated in vacuo
  3. customThe colourless solid residue is used for the next stage without further purification

Sources & evidence

ORD record
ord-395e24d38d9e45cb88f1b238f21fd066
Source dataset
uspto-grants-1976_01
Patent number
US03934008

Reaction notes

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