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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1422520Generated: November 3, 2026

p-Toluenesulfonic acid → HCID 131732223, compound

https://huagongshe.com/reaction/1422520

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantTriethylamineHCID 8471—
ReactantAcetylglycineHCID 10972—
ReactantIsobutyl chloroformateHCID 62365—
ReactantBenzyl 3-aminopropanoateHCID 1116164—
SolventTetrahydrofuranHCID 8028—
ProductHCID 131732223HCID 131732223—

Reaction Conditions

Temperature-10 °C

Reaction Steps

Ac-Gly-OH a (3.77 g, 32.2 mmol) and triethylamine (6.7 mL, 48.1 mmol) were dissolved in 160 mL THF and cooled to −10° C., and isobutylchloroformate (5.02 g, 38.6 mmol) was added. The mixture was stirred at −10° C. for 1 hr. H-beta-Ala-OBzl.PTSA e (11.26 g, 32.0 mmol) and triethylamine (6.7 mL, 48.1 mmol) was dissolved in 160 mL THF, and added into mix anhydride solution. The reaction mixture was stirred at room temperature overnight. The salt was filtrated off and THF was removed in vacuum. The residue obtained was purified by column chromatography using ethyl acetate and heptane as eluent to obtain 5.95 g Ac-Gly-beta-Ala-OBzl f.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927499B2
Source datasetuspto-grants-2015_01
ORD IDord-dfb1794488f24a57a803b747a2a8d07d
Source noteuspto-grants-2015_01