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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1729557Generated: November 1, 2026

(Z)-2-(Trityloxyimino)-2-[2-(tritylamino)thiazol-4-yl]acetic Acid → O-benzhydryl (6R)-3-(oxan-2-ylmethyl)-8-oxo-7-[[(2Z)-2-[2-(tritylamino)-1,3-thiazol-4-yl]-2-trityloxyiminoacetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbothioate

https://huagongshe.com/reaction/1729557

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Z)-2-(Trityloxyimino)-2-[2-(tritylamino)thiazol-4-yl]acetic AcidHCID 10327150—
ReactantDiphenylmethyl 7-amino-3-(tetrahydropyran-2-yl)methylthio-3-cephem-4-carboxylate hydrochlorideHCID 131718602—
ProductO-benzhydryl (6R)-3-(oxan-2-ylmethyl)-8-oxo-7-[[(2Z)-2-[2-(tritylamino)-1,3-thiazol-4-yl]-2-trityloxyiminoacetyl]amino]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carbothioateHCID 14157351260%

Reaction Steps

Diphenylmethyl 7-amino-3-(tetrahydropyran-2-yl)methylthio-3-cephem-4-carboxylate hydrochloride (300 mg) was reacted with (Z)-2-(2-tritylaminothiazol-4-yl)-2-trityloxyiminoacetic acid (403 mg) in accordance with the procedure of Example 1(d). The crude reaction product was purified by a column chromatography on a silica gel column (30 g) with elution using benzene-ethyl acetate (7:1 by volume) as eluent to collect fractions containing the titled compound. Concentration of the fractions so collected gave the titled compound (380 mg; 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05332731
Source datasetuspto-grants-1994_07
ORD IDord-64852ca485b14519afaae9a2b1594390
Source noteuspto-grants-1994_07