(2-Triphenylmethylamino-4-thiazolyl)glyoxylic acid → (2Z)-2-(2-benzhydryloxy-2-oxo-1-thiophen-3-ylethoxy)imino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetic acid

HRID 2253987Notes

Reaction equation

HRID 2253987 reaction equation
[S:1]1[CH:5]=[CH:4][C:3]([CH:6]([O:23][NH2:24])[C:7]([O:9][CH:10]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:8])=[CH:2]1.[C:25]([NH:44][C:45]1[S:46][CH:47]=[C:48]([C:50](=O)[C:51]([OH:53])=[O:52])[N:49]=1)([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>CO>[C:25]([NH:44][C:45]1[S:46][CH:47]=[C:48](/[C:50](=[N:24]/[O:23][CH:6]([C:7]([O:9][CH:10]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[O:8])[C:3]2[CH:4]=[CH:5][S:1][CH:2]=2)/[C:51]([OH:53])=[O:52])[N:49]=1)([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)([C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 11133448(2-Triphenylmethylamino-4-thiazolyl)glyoxylic acidHCID 19746634HCID 19746634, compound

Product 1

HCID 19746691(2Z)-2-(2-benzhydryloxy-2-oxo-1-thiophen-3-ylethoxy)imino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetic acidYield 69.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Diphenylmethyl 2-(3-thienyl)-2-aminooxyacetate (140 mg) was dissolved in methanol (14 ml), and 2-(2-tritylaminothiazol-4-yl)-2-oxoacetic acid (171 mg) was added. After stirring the mixture for 1 hr. at the room temperature, and further stirring for 30 min. under ice-cooling to obtain a crystal, the crystal thus obtained was filtered off to give (Z)-2-(2-tritylamino-4-thiazolyl)-2-[(diphenylmethyloxycarbonyl)(3-thienyl)methyl]oxyiminoacetic acid (210 mg).

Workup

  1. stirringat the room temperature, and further stirring for 30 min. under ice-
  2. temperaturecooling
  3. customto obtain a crystal
  4. customthe crystal thus obtained
  5. filtrationwas filtered off

Sources & evidence

ORD record
ord-0418a42264234ad8bea27c8e845672f5
Source dataset
uspto-grants-1993_08
Patent number
US05233035

Reaction notes

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