HCID 14050775, compound → HCID 19746693, compound

HRID 2253989Notes

Reaction equation

HRID 2253989 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[S:13][N:12]=[C:11]([C:14](=O)[C:15]([OH:17])=[O:16])[N:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:19]([O:22][C:23]1[CH:24]=[C:25]([CH:33]([O:50][NH2:51])[C:34]([O:36][CH:37]([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)[C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)=[O:35])[CH:26]=[CH:27][C:28]=1[O:29][C:30](=[O:32])[CH3:31])(=[O:21])[CH3:20]>CO>[C:1]([O:5][C:6]([NH:8][C:9]1[S:13][N:12]=[C:11](/[C:14](=[N:51]/[O:50][CH:33]([C:34]([O:36][CH:37]([C:44]2[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=2)[C:38]2[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=2)=[O:35])[C:25]2[CH:26]=[CH:27][C:28]([O:29][C:30](=[O:32])[CH3:31])=[C:23]([O:22][C:19](=[O:21])[CH3:20])[CH:24]=2)/[C:15]([OH:17])=[O:16])[N:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 14050775HCID 14050775, compoundHCID 200765862-(5-((tert-Butoxycarbonyl)amino)-1,2,4-thiadiazol-3-yl)-2-oxoacetic acid

Product 1

HCID 19746693HCID 19746693, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

2-(5-Tert-butyloxycarbonylamino-1,2,4-thiadiazol-3-yl)-2-oxoacetic acid (1.49 g) was dissolved in methanol (60 ml), and to this solution a solution of diphenylmethyl (3,4-diacetoxyphenyl)-2-aminooxyacetate (2.45 g) in methanol (25 ml) was added dropwise. The mixture was stirred for 3 hrs. at the room temperature, and the solvent was evaporated to obtain (Z)-2-(5-tert-butyloxycarbonylamino-1,2,4-thiadiazol-3-yl)-2-[[(diphenylmethyloxycarbonyl)(3,4-diacetoxyphenyl)methoxy]imino]acetic acid (3.84 g).

Workup

  1. customat the room temperature, and the solvent was evaporated

Sources & evidence

ORD record
ord-56fc0a918f114b5487a2231aa60be28c
Source dataset
uspto-grants-1993_08
Patent number
US05233035

Reaction notes

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