Hydrogen Peroxide → HCID 131714218, compound

HRID 462870Notes

Reaction equation

HRID 462870 reaction equation
[NH:1]([C:59]([CH3:61])=[O:60])[C@H:2]([C:9]([NH:11][C@H:12]([C:21]([NH:23][C@H:24]([C:26]([NH:28][C@H:29]([C:31]([NH:33][C@H:34]([C:38]([NH:40][C@H:41]([C:50]([O:52]C1C=CC=CC=1)=[O:51])[CH2:42][C:43](=[O:49])[O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:39])[CH:35]([CH3:37])[CH3:36])=[O:32])[CH3:30])=[O:27])[CH3:25])=[O:22])[CH2:13][C:14](=[O:20])[O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:10])[CH2:3][O:4][C:5]([CH3:8])([CH3:7])[CH3:6].OO.[OH-].[Na+].OS(O)(=O)=O>O>[NH:1]([C:59]([CH3:61])=[O:60])[C@H:2]([C:9]([NH:11][C@H:12]([C:21]([NH:23][C@H:24]([C:26]([NH:28][C@H:29]([C:31]([NH:33][C@H:34]([C:38]([NH:40][C@H:41]([C:50]([OH:52])=[O:51])[CH2:42][C:43](=[O:49])[O:44][C:45]([CH3:48])([CH3:47])[CH3:46])=[O:39])[CH:35]([CH3:37])[CH3:36])=[O:32])[CH3:30])=[O:27])[CH3:25])=[O:22])[CH2:13][C:14](=[O:20])[O:15][C:16]([CH3:17])([CH3:18])[CH3:19])=[O:10])[CH2:3][O:4][C:5]([CH3:8])([CH3:7])[CH3:6]

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 131714219HCID 131714219, compound

Product 1

HCID 131714218HCID 131714218, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
25 °C

Procedure

Ac-Ser(tBu)-Asp(OtBu)-Ala-Ala-Val-Asp(OtBu)-OPh (30.2 g, 35 mmol) was dissolved in 180 ml TFE and 20 ml water and 30% H2O2 (3.9 ml, 38 mmol) was added. The reaction mixture was adjusted to pH 10.5 with 4N NaOH and stirred for 2 h at 25° C. The resulting dark brown solution was poured into 2.1 l 0.05N H2SO4 and the resulting precipitate was filtered off, washed with water and crystallized from ethanol.

Workup

  1. additionwas added
  2. filtrationthe resulting precipitate was filtered off
  3. washwashed with water
  4. customcrystallized from ethanol

Sources & evidence

ORD record
ord-c6be55a6c7ce4000a10feb4700e45ef1
Source dataset
uspto-grants-1985_05
Patent number
US04517119

Reaction notes

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