Hydrochloric Acid → HCID 53990245, compound

HRID 280936Notes

Reaction equation

HRID 280936 reaction equation
C([O:3][C:4]([C@@H:6]([NH:15][C@@H:16]1[C:22](=[O:23])[N:21]([CH2:24][C:25]([OH:27])=[O:26])[C:20]2[CH:28]=[CH:29][CH:30]=[CH:31][C:19]=2[O:18][CH2:17]1)[CH2:7][CH2:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)=[O:5])C.[OH-].[Na+].Cl>C(O)C>[C:4]([C@@H:6]([NH:15][C@@H:16]1[C:22](=[O:23])[N:21]([CH2:24][C:25]([OH:27])=[O:26])[C:20]2[CH:28]=[CH:29][CH:30]=[CH:31][C:19]=2[O:18][CH2:17]1)[CH2:7][CH2:8][CH:9]1[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)([OH:5])=[O:3]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54367453HCID 54367453, compound

Product 1

HCID 53990245HCID 53990245, compoundYield 74.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 1 ml of ethanol is dissolved 0.2 g of 3(S)-[1(S)-ethoxycarbonyl-3-cyclohexylpropyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetic acid obtained in Example 54, and 3 ml of 1N sodium hydroxide solution is added to the solution. After stirring at room temperature for 2 hours, the solution is acidified slightly with 1N hydrochloric acid. The deposited crystals are collected by filtration, washed with water, dried and recrystallized from ethanol to give 0.14 g of 3(S)-[1(S)-carboxy-3-cyclohexylpropyl]amino-4-oxo-2,3,4,5-tetrahydro-1,5-benzoxazepine-5-acetic acid as colorless crystals, melting at 202°-205° C.

Workup

  1. additionis added to the solution
  2. filtrationThe deposited crystals are collected by filtration
  3. washwashed with water
  4. customdried
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-e3afc43ee9374a86b542ede2e70c8c45
Source dataset
uspto-grants-1986_05
Patent number
US04591458

Reaction notes

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