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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2210971Generated: October 31, 2026

Pyridine → O-benzhydryl (6R)-3-(1,3-benzothiazol-2-yl)-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/2210971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant(Z)-2-(Trityloxyimino)-2-[2-(tritylamino)thiazol-4-yl]acetic AcidHCID 10327150—
ReactantDiphenylmethyl 7-amino-3-(benzothiazol-2-yl)thio-3-cephem-4-carboxylateHCID 131719158—
SolventDichloromethaneHCID 6344—
ProductO-benzhydryl (6R)-3-(1,3-benzothiazol-2-yl)-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 14156281973%

Reaction Steps

350 mg of diphenylmethyl 7-amino-3-(benzothiazol-2-yl)thio-3-cephem-4-carboxylate as synthesized in the same manner as in Example 1 (b) above were dissolved in ml of methylene chloride, and to the solution obtained were added 531 mg of (Z)-2-(2-tritylaminothiazol-4-yl)-trityloxyiminoacetic acid, 0.21 ml of pyridine and 74 μl of phosphorus oxychloride. Next, the acylation reaction and the post-treatment of the reaction solution were carried out in the same way as in Example 1 (b), and the resultant residue was then purified by a column chromatography on 35 g of silica gel (as developed with mixed solvents of toluene and ethyl acetate, 10:1) to obtain 566 mg of the titled compound (yield, 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05461044
Source datasetuspto-grants-1995_10
ORD IDord-681a6c069bac4c7ba6bc76fd2db916a2
Source noteuspto-grants-1995_10