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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1156811Generated: November 1, 2026

Triethylamine → (S)-7-[[Ethoxy(4-phenylbutyl)phosphinyl]acetyl]-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxylic acid

https://huagongshe.com/reaction/1156811

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant[Ethoxy(4-phenylbutyl)phosphoryl]acetic acidHCID 13136848—
Reactant1,4-Dithia-7-azaspiro[4.4]nonane-8-carboxylic acid, hydrochlorideHCID 45358002—
SolventAcetonitrileHCID 6342—
Product(S)-7-[[Ethoxy(4-phenylbutyl)phosphinyl]acetyl]-1,4-dithia-7-azaspiro[4.4]nonane-8-carboxylic acidHCID 5449679496.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of 2.0 g of [ethoxy(4-phenylbutyl)phosphinyl]acetic acid and 1.1 g of carbonyldiimidazole in acetonitrile is stirred under argon at 0° C. for 1 hour and then treated with 1.9 g of triethylamine and 1.7 g of 1,4-dithia-7-azaspiro[4.4]nonane-8-carboxylic acid, hydrochloride. After 4.5 hours the acetonitrile is stripped and the residue is partitioned between ethyl acetate and 1 N HCl. The organic phase is washed with brine, dried (MgSO4), and the solvent is stripped to give 3.2 g of the title compound as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04337201
Source datasetuspto-grants-1982_06
ORD IDord-98de4ab916994ecebe4e1163a89c2506
Source noteuspto-grants-1982_06