Hydrochloric Acid → HCID 54180193, compound

HRID 1609615Notes

Reaction equation

HRID 1609615 reaction equation
[C:1]([CH:6]([NH:15][C@H:16]([C:18]([CH:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:23][CH:22]([C:30]([OH:32])=[O:31])[NH:21]1)=[O:19])[CH3:17])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)([O:3]CC)=[O:2].[OH-].[Na+].Cl>O1CCOCC1.O>[C:1]([CH:6]([NH:15][C@H:16]([C:18]([CH:20]1[C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[CH2:23][CH:22]([C:30]([OH:32])=[O:31])[NH:21]1)=[O:19])[CH3:17])[CH2:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)([OH:3])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54243401HCID 54243401, compound

Product 1

HCID 54180193HCID 54180193, compound

Reagents, catalysts & solvents 1

HCID 218864351,4-Dioxane--water (1/1)Solvent

Procedure

880 mg of N-(1-carboethoxy-3-phenylpropyl)-L-alanyl-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid are dissolved in 20 ml of dioxane/water (9:1) and are hydrolyzed at room temperature with 4.5 ml of 1N sodium hydroxide solution. After one hour, the solution is acidified with the equivalent quantity of 1N hydrochloric acid, and the dioxane is largely evaporated off. The residue is extracted several times with ethyl acetate, and, after the solvent has been stripped off, the organic phase is subjected to chromatography over a cation exchanger (DOWEX 50). Yield: 630 mg

Workup

  1. customthe dioxane is largely evaporated off
  2. extractionThe residue is extracted several times with ethyl acetate

Sources & evidence

ORD record
ord-62459821d9b5495c86a4a1ac338721b0
Source dataset
uspto-grants-1995_03
Patent number
US05401766

Reaction notes

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