Water → HCID 178427564, compound

HRID 2416126Notes

Reaction equation

HRID 2416126 reaction equation
[NH:1](C(OCC1C=CC=CC=1)=O)[C@H:2]([C:27]([NH:29][CH2:30][C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])=[O:28])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:26])[NH:8][S:9]([C:12]1[C:24]([CH3:25])=[C:23]2[C:17]([O:18][C:19]([CH2:22]2)([CH3:21])[CH3:20])=[C:15]([CH3:16])[C:13]=1[CH3:14])(=[O:11])=[O:10].O>C1COCC1>[NH2:1][C@H:2]([C:27]([NH:29][CH2:30][C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])=[O:28])[CH2:3][CH2:4][CH2:5][NH:6][C:7](=[NH:26])[NH:8][S:9]([C:12]1[C:24]([CH3:25])=[C:23]2[C:17]([O:18][C:19]([CH2:22]2)([CH3:20])[CH3:21])=[C:15]([CH3:16])[C:13]=1[CH3:14])(=[O:11])=[O:10]

Participants

4

Reactant 2

HCID 962WaterHCID 178427575HCID 178427575, compound

Product 1

HCID 178427564HCID 178427564, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 30 g of Z-Arg(Pbf)-Gly-OtBu in 350 ml of THF is mixed with 3 g of water-moist Pd/C (10%) and the Z group is removed by hydrogenation under a gentle stream of H2. The catalyst is then filtered off and the solvent is removed. The residue is taken up in ethyl acetate and treated further as in Example 2.1. H-Arg(Pbf)-Gly-OtBu is obtained in a yield of 86%.

Workup

  1. customthe Z group is removed by hydrogenation under a gentle stream of H2
  2. filtrationThe catalyst is then filtered off
  3. customthe solvent is removed
  4. additiontreated further as in Example 2.1

Sources & evidence

ORD record
ord-bfea9ba058a448bca54fb790700d146d
Source dataset
uspto-grants-2004_11
Patent number
US06822074B1

Reaction notes

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