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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 330707Generated: October 29, 2026

Water → benzhydryl 2-[4-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-4-(hydroxymethyl)-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylate

https://huagongshe.com/reaction/330707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMetam-sodiumHCID 5366415—
Reactantbenzhydryl 2-[4-[[(2Z)-2-[2-[(2-chloroacetyl)amino]-1,3-thiazol-4-yl]-2-methoxyiminoacetyl]amino]-4-(hydroxymethyl)-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylateHCID 88594920—
SolventDimethylformamideHCID 6228—
Productbenzhydryl 2-[4-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-4-(hydroxymethyl)-3-oxo-1,2-oxazolidin-2-yl]-5-oxooxolane-2-carboxylateHCID 8859485376.1%

Reaction Steps

In 3 ml of dimethylformamide was dissolved 170 mg of the Compound (9a) obtained as above. To the solution was added, under ice-cooling, 48 mg of sodium N-methyldithiocarbamate, and the mixture was stirred at room temperature for one hour. The reaction solution was poured into water, which was subjected to extraction with ethyl acetate. The ethyl acetate layer was washed with water, dried over anhydrous magnesium sulfate, then concentrated under reduced pressure. The concentrate was subjected to a silica-gel column chromatography, eluting with ethyl acetate - n-hexane (2:1) to give 115 mg of the above-titled Compound (9b).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04897489
Source datasetuspto-grants-1990_01
ORD IDord-10d2685e73e940e0b388a0834851b0d8
Source noteuspto-grants-1990_01