HCID 14654393, compound → CIS-AZETIDINE-2,4-DICARBOXYLIC ACID

HRID 981031Notes

Reaction equation

HRID 981031 reaction equation
C([O:8][C:9]([C@H:11]1[CH2:14][C@@H:13]([C:15]([O:17]CC2C=CC=CC=2)=[O:16])[N:12]1CC1C=CC=CC=1)=[O:10])C1C=CC=CC=1>CO.O.[Pd]>[NH:12]1[C@H:13]([C:15]([OH:17])=[O:16])[CH2:14][C@@H:11]1[C:9]([OH:10])=[O:8]

Participants

5

Reactant 1

HCID 14654393HCID 14654393, compound

Product 1

HCID 2733517CIS-AZETIDINE-2,4-DICARBOXYLIC ACID

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Procedure

208 mg (0.5 mmol) of stereochemically pure transor cis-N-benzylazetidine-2,4-dicarboxylic acid dibenzyl ester and 20 mg of 10% Pd/C in 15 ml of methanol are hydrogenated as above. The reaction mixture is diluted with 50 ml of warm water, filtered, and evaporated to dryness to afford as off-white solids the trans- or cis azetidine-2,4-dicarboxylic acid in virtually quantitative yield.

Workup

  1. filtrationfiltered
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-64472fa02f594f64b05a762d3fbb4a40
Source dataset
uspto-grants-1991_02
Patent number
US04990504

Reaction notes

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