Hydrochloric Acid → HCID 70620434, compound

HRID 372777Notes

Reaction equation

HRID 372777 reaction equation
C(OC([NH:8][C@H:9]([C:18]([NH:20][CH2:21][C:22]([NH:24][CH2:25][C:26]([NH:28][C@H:29]([C:40]([NH:42][C@H:43]([C:48]([OH:50])=[O:49])[CH2:44][CH2:45][S:46][CH3:47])=[O:41])[CH2:30][C:31]1[C:39]2[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=2)[NH:33][CH:32]=1)=[O:27])=[O:23])=[O:19])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1)=O)(C)(C)C.[ClH:51]>O1CCOCC1>[ClH:51].[NH2:8][C@H:9]([C:18]([NH:20][CH2:21][C:22]([NH:24][CH2:25][C:26]([NH:28][C@H:29]([C:40]([NH:42][C@H:43]([C:48]([OH:50])=[O:49])[CH2:44][CH2:45][S:46][CH3:47])=[O:41])[CH2:30][C:31]1[C:39]2[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=2)[NH:33][CH:32]=1)=[O:27])=[O:23])=[O:19])[CH2:10][C:11]1[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 54048888HCID 54048888, compound

Product 1

HCID 70620434HCID 70620434, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

The N-t-butoxycarbonyl-L-tyrosylglycylglycyl-L-tryptophyl-L-methionine is dissolved in 100 parts dioxane and stirred with a ten-fold excess of 2 N hydrochloric acid at room temperature for 15 minutes. The solvent is then removed under reduced pressure and the residue is triturated with ethyl ether. The resulting solid is precipitated from the mixture of methanol and ether to afford L-tyrosylglycylglycyl-L-tryptophyl-L-methionine hydrochloride. This compound is represented by the following formula

Workup

  1. customThe solvent is then removed under reduced pressure
  2. customthe residue is triturated with ethyl ether
  3. customThe resulting solid is precipitated from the mixture of methanol and ether

Sources & evidence

ORD record
ord-3bae411051c84cdba4204a9f6b597017
Source dataset
uspto-grants-1978_05
Patent number
US04092304

Reaction notes

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