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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 483042Generated: October 31, 2026

Triethylamine → HCID 178474912, compound

https://huagongshe.com/reaction/483042

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant7beta-amino-3-(1-amino-1H-tetrazol-5-yl)thiomethyl-3-cephem-4-carboxylic acidHCID 13367510—
Reactant(2Z)-2-[1-[(2-methylpropan-2-yl)oxy]-1-oxopropan-2-yl]oxyimino-2-[2-(tritylamino)-1,3-thiazol-4-yl]acetic acidHCID 15917685—
ReactantAmino-3-[(1-isopropylamino-1H-tetrazol-5-yl)thiomethyl]-3-cephem-4-carboxylic acidHCID 131714570—
SolventWaterHCID 962—
SolventDimethylacetamideHCID 31374—
ProductHCID 178474912HCID 17847491260%

Reaction Steps

A solution of 2-(2-tritylaminothiazol-4-yl)-(Z)-2-(1-tert-butoxycarbonylethoxyimino)acetic acid (4.18 g, 7.5 mmol), 1-hydroxybenzotriazole (1.11 g, 8.25 mmol) and N,N'-dicyclohexylcarbodiimide (1.70 g, 8.25 mmol) in dimethylacetamide (35 ml) was stirred at room temperature for 2.5 hours. To the solution was added a solution of 7β-amino-3-[(1-amino-1H-tetrazol-5-yl)thiomethyl]-3-cephem-4-carboxylic acid (2.96 g, 8.98 mmol) and triethylamine (1.82 g, 18 mmol) in dimethylacetamide (18 ml) and water (2.5 ml) and the mixture was stirred at room temperature for 17 hours. Then the mixture was treated in a manner similar to that described in Example 6, (c) to give pale brown powder of 7β-[2-(2-tritylaminothiazol-4-yl)-(Z)-2-(1-tert-butoxycarbonylethoxyimino)acetamido]-3-[(1-amino-1H-tetrazol-5-yl)thiomethyl]-3-cephem-4-carboxylic acid (3.88 g, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04576938
Source datasetuspto-grants-1986_03
ORD IDord-fba0400ea00c411c968f2c4cb7c013fc
Source noteuspto-grants-1986_03