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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 900595Generated: October 30, 2026

(2-Isopropoxy-5-oxo-tetrahydro-furan-3-yl)-carbamic acid allyl ester → 1-[2-(4-Amino-3-chloro-benzoylamino)-propionyl]-pyrrolidine-2-carboxylic acid (2-isopropoxy-5-oxo-tetrahydro-furan-3-yl)-amide

https://huagongshe.com/reaction/900595

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2-Isopropoxy-5-oxo-tetrahydro-furan-3-yl)-carbamic acid allyl esterHCID 18465855—
Reactant1-[2-(4-Amino-3-chloro-benzoylamino)-propionyl]-pyrrolidine-2-carboxylic acidHCID 18623685—
Reactant1-[2-(4-Amino-3-chloro-benzoylamino)-propionyl]-pyrrolidine-2-carboxylic acid (5-oxo-2-phenethyloxy-tetrahydro-furan-3-yl)-amideHCID 22977512—
Product1-[2-(4-Amino-3-chloro-benzoylamino)-propionyl]-pyrrolidine-2-carboxylic acid (2-isopropoxy-5-oxo-tetrahydro-furan-3-yl)-amideHCID 2297751066%

Reaction Steps

Prepared from 97a and (2-isopropoxy-5-oxo-tetrahydro-furan-3-yl)-carbamic acid allyl ester according to the procedure used to prepare 98a to afford 200 mg of title compound (66% yield). 1H-NMR (500 MHz, 1:1 CDCl3:CD3OD) δ 1.05-1.35 (m, 6H), 1.35-1.50 (m, 3H), 1.70-2.45 (m, 4H), 2.45-3.05 (m, 2H), 3.55-4.10 (m, 3H), 4.15-4.88 (m, 4H), 5.48 (s, 0.4H), 5.58 (s, 0.1H), 5.64 (d, 0.4H), 5.70 (d, 0.1H), 6.78 (d, 1H), 7.58 (d, 1H), 7.80 (s, 1H). Analytical HPLC: 12.19, 12.40 min. LC-MS (ES+): m/e=581.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07358273B2
Source datasetuspto-grants-2008_04
ORD IDord-e308750ccfbf4d9c9c39524e0be94437
Source noteuspto-grants-2008_04