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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 359632Generated: October 30, 2026

Dicyclohexylcarbodiimide → HCID 141557382, compound

https://huagongshe.com/reaction/359632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantHCID 13821813HCID 13821813—
Reactant(2Z)-2-[2-benzhydryloxy-2-oxo-1-(3,4,5-triacetyloxyphenyl)ethoxy]imino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetic acidHCID 14479215—
SolventDichloromethaneHCID 6344—
ProductHCID 141557382HCID 141557382—

Reaction Steps

To an ice-cooled solution containing the product obtained in Step 4 (2.2 g) and (6R,7R)-7-amino-3-[(2-diphenylmethyloxycarbonyl- 5-methyl-s-triazolo[1,5-a]- pyrimidin-7-yl)thiomethyl]-8-oxo-5-thia-1-azabicyclo [4.2.0]oct-2-ene-2-carboxylic acid diphenylmethyl ester (1.84 g) in dichloromethane (65 ml) was added dicyclohexylcarbodiimide (0.59 g), and the mixture was stirred overnight at room temperature. The insoluble matters were filtered off, and the filtrate was concentrated under reduced pressure. The residue was dissolved in ethyl acetate and the insoluble matters were removed by filtration. The filtrate was washed with brine and dried over anhydrous sodium sulfate. The dried solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography, giving 0.86 g (less polar form) and 0.94 g (more polar form) of the objective compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05001121
Source datasetuspto-grants-1991_03
ORD IDord-0515c8ea876944318a3a776b3508d4de
Source noteuspto-grants-1991_03