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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2214770Generated: October 30, 2026

Trifluoroacetic acid → HCID 178508514, compound

https://huagongshe.com/reaction/2214770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
Reactantbenzhydryl (7R)-7-[[(2Z)-2-(2-amino-5-chloro-1,3-thiazol-4-yl)-2-trityloxyiminoacetyl]amino]-8-oxo-3-(1,3,4-thiadiazol-2-ylsulfanyl)-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateHCID 140482356—
SolventDichloromethaneHCID 6344—
ProductHCID 178508514HCID 17850851476.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of trifluoroacetic acid (5 mL), triethylsilane (3 mL) and dichloromethane (8 mL) was cooled to 0° C. and (7R)-7-[(Z)-2-(2-amino-5-chlorothiazol-4-yl)-2-(triphenylmethoxyimino]acetamido]-3-[1,3,4-thiadiazol-2-ylthio]-8-oxo-1-aza-bicyclo-[4.2.0]oct-2-ene-2-carboxylate diphenylmethyl ester (1.5 g) was added in portions. The reaction mixture was stirred at 0° C. for 3 hours, was allowed to warm up to room temp. and was evaporated to dryness. The residue was treated with diethyl ether (50 mL), and the solid that formed was filtered and dried to give the crude product. The crude product was purified on HP 20 initially with water elution until the pH was neutral, and thereafter with acetonitrile:water 80:20 to give the title compound (0.63 g.)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07109190B2
Source datasetuspto-grants-2006_09
ORD IDord-802bc00aee8a4f5784405f15d22fabe7
Source noteuspto-grants-2006_09