HCID 10319339, compound → HCID 10000532, compound

HRID 359772Notes

Reaction equation

HRID 359772 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:4][C:3]=1[S:15][C@@H:16]([C:22]1[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=1)[C@@H:17]([OH:21])[C:18](O)=[O:19]>C1(C)C(C)=CC=CC=1>[CH2:8]([C:5]1[CH:6]=[CH:7][C:2]2[NH:1][C:18](=[O:19])[C@H:17]([OH:21])[C@H:16]([C:22]3[CH:23]=[CH:24][C:25]([O:28][CH3:29])=[CH:26][CH:27]=3)[S:15][C:3]=2[CH:4]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

3

Reactant 1

HCID 10319339HCID 10319339, compound

Product 1

HCID 10000532HCID 10000532, compoundYield 90.4%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A solution of 6.71 g of (2S, 3S)-3-(2-amino-5- benzylphenyl)thio-2-hydroxy-3-(4-methoxyphenyl)propionic acid [prepared as described in step (b) above] dissolved in 400 ml of xylene was heated under reflux for 8 hours whilst stirring. At the end of this time, the mixture was cooled to room temperature and the crystals which precipitated were collected by filtration and washed with xylene and hexane to give 5.8 g of the title compound, melting at 200-202° C. (with decomposition).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 8 hours
  3. customthe crystals which precipitated
  4. filtrationwere collected by filtration
  5. washwashed with xylene and hexane

Sources & evidence

ORD record
ord-5a8efd374aa4450b9a594d96573a9b92
Source dataset
uspto-grants-1991_03
Patent number
US05002942

Reaction notes

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