Hydrochloric Acid → HCID 23344678, compound

HRID 1856379Notes

Reaction equation

HRID 1856379 reaction equation
[N:1]([C:4]([CH3:27])([CH:10]1[NH:14][CH:13]([C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:16])[C:12]([CH3:26])([CH3:25])[S:11]1)[C:5]([O:7]CC)=[O:6])=[N+:2]=[N-:3].[OH-].[Na+].Cl>C(O)C>[CH3:27][C:4]([N:1]=[N+:2]=[N-:3])([CH:10]1[NH:14][CH:13]([C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[O:16])[C:12]([CH3:25])([CH3:26])[S:11]1)[C:5]([OH:7])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86737154HCID 86737154, compound

Product 1

HCID 23344678HCID 23344678, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of ethyl α-azido-α-methyl-4-benzyloxycarbonyl-5,5-dimethyl-2-thiazolidine acetate (3.92 g.) in ethanol (20 ml.) is slowly added 20 ml. of 0.5 N sodium hydroxide solution. The solution is stirred at room temperature overnight, then acidified with 20 ml. of 0.5 N hydrochloric acid. The product is extracted into ethyl acetate and the solution dried over anhydrous sodium sulfate and evaporated leaving α-methyl-α-azido-4-benzyloxycarbonyl-5,5-dimethyl-2-thiazolidineacetic acid.

Workup

  1. extractionThe product is extracted into ethyl acetate
  2. dry with materialthe solution dried over anhydrous sodium sulfate
  3. customevaporated

Sources & evidence

ORD record
ord-d6c09764cafe461d8a98ec8209342d2e
Source dataset
uspto-grants-1980_08
Patent number
US04219462

Reaction notes

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