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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1759701Generated: October 31, 2026

tert-Butyl (2S)-2-amino-3-(4-(3-ethoxycarbonylpropyloxy)phenyl)propionate → (1,1-dimethyl ethyl) O-(4-ethoxy-4-oxobutyl)-N-[1-(phenylmethyl)-1H-tetrazol-5-yl]-L-tyrosinate

https://huagongshe.com/reaction/1759701

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl (2S)-2-amino-3-(4-(3-ethoxycarbonylpropyloxy)phenyl)propionateHCID 15512208—
Reactant5-Fluoro-1-(phenylmethyl)-1h-tetrazoleHCID 21942201—
SolventPyridineHCID 1049—
Product(1,1-dimethyl ethyl) O-(4-ethoxy-4-oxobutyl)-N-[1-(phenylmethyl)-1H-tetrazol-5-yl]-L-tyrosinateHCID 6973347857.6%

Reaction Steps

A solution of aminoester 4-2 (325 mg, 0.92 mmole) and 5-fluoro-1-(phenylmethyl)-1H-tetrazole (170 mg, 0.95 mmole) in 15 ml of pyridine is heated at 100° C. for 2 hours. Evaporation is then carried out under reduced pressure until a dry extract is obtained which is purified by chromatography eluting with a heptane/AcOEt mixture 50/50. 270 mg of the expected product 5-1 is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06838453B2
Source datasetuspto-grants-2005_01
ORD IDord-096b386501d94393b4aa670defd2ed61
Source noteuspto-grants-2005_01