HCID 10012833, compound → HCID 19746669, compound

HRID 2253990Notes

Reaction equation

HRID 2253990 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].[NH2:19][O:20][CH:21]([S:29][CH3:30])[C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23]>CO>[C:1]([O:5][C:6]([NH:8][C:9]1[S:13][N:12]=[C:11](/[C:14](=[N:19]/[O:20][CH:21]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[S:29][CH3:30])/[C:15]([OH:17])=[O:16])[N:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 10012833HCID 10012833, compoundHCID 200765862-(5-((tert-Butoxycarbonyl)amino)-1,2,4-thiadiazol-3-yl)-2-oxoacetic acid

Product 1

HCID 19746669HCID 19746669, compoundYield 49.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

2-(5-Tert-butyloxycarbonylamino-1,2,4-thiadiazol-3-yl)-2-oxoacetic acid (3.0 g) was dissolved in methanol (30 ml). To this solution a solution of tert-butyl 2-aminooxy-2-(methylthio)acetate (2.12 g) in methanol (20 ml) was added dropwise. The resultant mixture was stirred for 1 hr. at the room temperature, and then the solvent was evaporated to give (Z)-2-(5-tert-butyloxycarbonylamino-1,2,4-thiadiazol-3-yl)-2-[[(tert-butoxycarbonyl)(methylthio)methoxy]imino]acetic acid (2.42 g).

Workup

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

Sources & evidence

ORD record
ord-f0e19da8fe2549a3be638757e28b2852
Source dataset
uspto-grants-1993_08
Patent number
US05233035

Reaction notes

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