Hydrochloric Acid → HCID 178516176, compound

HRID 1606822Notes

Reaction equation

HRID 1606822 reaction equation
C[O:2][C:3](=[O:40])[C@H:4]([CH2:38][OH:39])[NH:5][C:6](=[O:37])[C@H:7]([CH2:27][C:28]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[NH:30][CH:29]=1)[NH:8][C:9](=[O:26])[C@H:10]([CH2:20][C:21]1[N:25]=[CH:24][NH:23][CH:22]=1)[NH:11][C:12](=[O:19])[C@@H:13]1[CH2:17][CH2:16][C:15](=[O:18])[NH:14]1.[OH-].[Na+].Cl>CO>[NH:14]1[C:15](=[O:18])[CH2:16][CH2:17][C@H:13]1[C:12]([NH:11][C@H:10]([C:9]([NH:8][C@H:7]([C:6]([NH:5][C@H:4]([C:3]([OH:40])=[O:2])[CH2:38][OH:39])=[O:37])[CH2:27][C:28]1[C:36]2[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=2)[NH:30][CH:29]=1)=[O:26])[CH2:20][C:21]1[N:25]=[CH:24][NH:23][CH:22]=1)=[O:19]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178501487HCID 178501487, compound

Product 1

HCID 178516176HCID 178516176, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of L-pyroglutamyl-L-histidyl-L-tryptophyl-L-serine methyl ester (VI) (0.553 g) in absolute methanol (50 ml) containing sodium hydroxide (40 mg) is stirred at room temperature for 2 hours. The reaction mixture is then neutralized to pH 7.5 with dilute hydrochloric acid and evaporated to dryness. The solid residue is triturated thoroughly in absolute methanol and filtered. The filtrate is evaporated to the tetrapeptide VII.

Workup

  1. customevaporated to dryness
  2. customThe solid residue is triturated thoroughly in absolute methanol
  3. filtrationfiltered
  4. customThe filtrate is evaporated to the tetrapeptide VII

Sources & evidence

ORD record
ord-efa40975181d4146818b5e360d293c01
Source dataset
uspto-grants-1976_04
Patent number
US03953416

Reaction notes

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