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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 128875Generated: October 31, 2026

(4-methoxyphenyl)methyl (6R)-7-[[(2Z)-2-(2-benzhydryloxy-2-oxoethoxy)imino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate → (4-methoxyphenyl)methyl (6R)-7-[[(2Z)-2-(2-benzhydryloxy-2-oxoethoxy)imino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-3-([1,3]thiazolo[4,5-b]pyridin-2-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

https://huagongshe.com/reaction/128875

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(4-methoxyphenyl)methyl (6R)-7-[[(2Z)-2-(2-benzhydryloxy-2-oxoethoxy)imino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateHCID 88421030—
ReactantThiazolo[4,5-c]pyridine-2-thiolHCID 178527814—
ReactantHCID 178527821HCID 178527821—
Product(4-methoxyphenyl)methyl (6R)-7-[[(2Z)-2-(2-benzhydryloxy-2-oxoethoxy)imino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetyl]amino]-8-oxo-3-([1,3]thiazolo[4,5-b]pyridin-2-ylsulfanylmethyl)-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateHCID 14156671171.1%

Reaction Steps

Using 301 mg of p-methoxybenzyl 7-{(Z)-2-(2-tritylaminothiazol-4-yl)-2-diphenylmethoxycarbonylmethoxyiminoacetamido}-3-chloromethyl-3-cephem-4-carboxylate and 60 mg of 2-mercaptothiazolo[4,5-b]pyridine in place of p-methoxybenzyl 7-{(Z)-2-(2-tritylaminothiazol-4-yl)-2-methoxyiminoacetamido}-3-chloromethyl-3-cephem-4-carboxylate and 2-mercaptothiazolo[4,5-c]pyridine, respectively, the reaction and purification were carried out in the same manner as in Example 1(a) to obtain 242 mg of the title compound in a yield of 71%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05464829
Source datasetuspto-grants-1995_11
ORD IDord-5ed8ebd037d448a4b5dcbf545d94fbac
Source noteuspto-grants-1995_11