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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2058417Generated: October 26, 2026

Sodium Hydroxide → 6-{[Tetrahydro-2-thienylamino-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid sodium salt

https://huagongshe.com/reaction/2058417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantAmoxicillin TrihydrateHCID 62883—
ReactantThiolan-2-olHCID 13451042—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product6-{[Tetrahydro-2-thienylamino-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid sodium saltHCID 77872515—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a stirred suspension of 6.7 g (0.016 mol) of amoxicillin trihydrate in 125 ml of distilled water was added in one portion 16 ml of 1 N aqueous sodium hydroxide solution. The amoxillin quickly dissolved and after two minutes 4.99 g (0.048 mol) of tetrahydrothiophene-2-ol dissolved in 10 ml of absolute ethanol was added. After stirring for two minutes at 25° C. the solution was quickly frozen and lyophilized for 19 hr to give 8.36 g of {2S-[2α, 5α, 6β(S*)]}-6-{[tetrahydro-2-thienylamino-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid sodium salt as a slightly yellow pungent smelling powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04317775
Source datasetuspto-grants-1982_03
ORD IDord-ba7bcb74f88e4f67975f31e2c01413ad
Source noteuspto-grants-1982_03