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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 483030Generated: October 30, 2026

Dicyclohexylcarbodiimide → benzotriazol-1-yl (2Z)-2-butoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetate

https://huagongshe.com/reaction/483030

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant(2Z)-2-butoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetic acidHCID 21248914—
Reactant7beta-amino-3-[(1-acetamido-1H-tetrazol-5-yl)thiomethyl]-3-cephem-4-carboxylic acidHCID 70453528—
SolventTetrahydrofuranHCID 8028—
Productbenzotriazol-1-yl (2Z)-2-butoxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetateHCID 8867595775.7%

Reaction Steps

To a solution of 2-(2-tritylaminothiazol-4-yl)-(Z)-2-n-butoxyiminoacetic acid (1.6 g, 3.29 mmol) and 1-hydroxybenzotriazole (0.49 g, 3.62 mmol) in tetrahydrofuran (16 ml) was added N,N'-dicyclohexylcarbodiimide (0.75 g, 3.62 mmol) and the mixture was stirred at room temperature. Then the mixture was treated in a manner similar to that descirbed in Example 6, (b) to give colorless needles of 1-benzotriazolyl 2-(2-tritylaminothiazol-4-yl)-(Z)-2-n-butoxyiminoacetate (1.50 g, 75.7%), mp 100°-102° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04576938
Source datasetuspto-grants-1986_03
ORD IDord-8000c2193f8d42a48c93981340d0bcc8
Source noteuspto-grants-1986_03