Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1080376Generated: October 25, 2026

Sulfuric Acid → Acetic acid, [(1-methylethyl)thio][[(phenylmethoxy)carbonyl]amino]-

https://huagongshe.com/reaction/1080376

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant2-PropanethiolHCID 6364—
Reactant2-(((Benzyloxy)carbonyl)amino)-2-hydroxyacetic acidHCID 3509506—
SolventAcetic AcidHCID 176—
ProductAcetic acid, [(1-methylethyl)thio][[(phenylmethoxy)carbonyl]amino]-HCID 1134662094%

Reaction Steps

α-hydroxy-N-benzyloxycarbonylglycine 22A (5.57 g, 0.027 mol) of Example 1 was stirred with isopropylmercaptan (8.29 g, 0.11 mol) in glacial acetic acid (26.5 mL) at 0° C. Conc H2SO4 (0.27 mL) was added and the mixture stirred for 2 days at room temperature. The mixture was then poured into ice and the organic layer extracted with ethyl acetate. The ethyl acetate solution was washed with water, 5% NaHCO3, dried over MgSO4, solvent removed to give 22B in 94% yield. This was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05580979
Source datasetuspto-grants-1996_12
ORD IDord-b3b359cee4614acc9ed20aa7c9d88e9e
Source noteuspto-grants-1996_12