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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1596730Generated: October 30, 2026

2-Ethylhexanoic Acid → Sodium (1S,5R,6S)-6-[1(R)-hydroxy-ethyl]-1-methyl-2-(3-methyl-2,2-dioxo-2,3-dihydro-2-thia-1,3-diaza-cyclopenta[b]naphthalen-1-yl-methyl)-carbapen-2-em-3-carboxylate

https://huagongshe.com/reaction/1596730

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Ethylhexanoic AcidHCID 8697—
ReactantEthyl AcetateHCID 8857—
ReactantTriphenylphosphineHCID 11776—
Reactantallyl (1S,5R,6S)-6-[1(R)-allyloxycarbonyloxy-ethyl]-1-methyl-2-(3-methyl-2,2-dioxo-2,3-dihydro-2-thia-1,3-diaza-cyclopenta[b]naphthalen-1-yl-methyl)-carbapen-2-em-3-carboxylateHCID 15538053—
ReactantSodium 2-ethylhexanoateHCID 23672331—
CatalystHCID 178418397HCID 178418397—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
ProductSodium (1S,5R,6S)-6-[1(R)-hydroxy-ethyl]-1-methyl-2-(3-methyl-2,2-dioxo-2,3-dihydro-2-thia-1,3-diaza-cyclopenta[b]naphthalen-1-yl-methyl)-carbapen-2-em-3-carboxylateHCID 23701550—

Reaction Steps

The product from step 1 (52 mg, 0.089 mmol), triphenylphosphine (7 mg, 0.0267 mmol), 0.5M sodium 2-ethyl-hexanoate in ethyl acetate (0.178 mL, 0.089 mmol), 2-ethyl-hexanoic acid (0.014 mL, 0.089 mmol) and tetrakis(triphenylphosphine)palladium(0) (10 mg, 0.0089 mmol) were combined in dichloromethane (1.5 mL). The mixture was stirred at room temperature for 15 minutes, then diluted with ethyl ether (20 mL) and centrifuged. The solid pellet was washed with ether (5 mL) and dried under vacuum to afford the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06291448B1
Source datasetuspto-grants-2001_09
ORD IDord-0c869f33f589427081a00a0ff086b28f
Source noteuspto-grants-2001_09