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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 900583Generated: October 25, 2026

(5-Oxo-2-phenethyloxy-tetrahydro-furan-3-yl)-carbamic acid allyl ester → HCID 22977499, compound

https://huagongshe.com/reaction/900583

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(5-Oxo-2-phenethyloxy-tetrahydro-furan-3-yl)-carbamic acid allyl esterHCID 18465651—
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—
ProductHCID 22977499HCID 22977499—

Reaction Steps

Prepared from the anti-(2-benzyloxy-5-oxo-tetrahydro-furan-3-yl)-carbamic acid allyl ester (40) and 97a following the method used for 98a. The title compound was isolated as a white solid (186.6 mg, 46% yield). 1H-NMR (500 MHz, CD3OD) δ 1.30-1.52 (m, 3H), 1.76-2.33 (m, 4H), 2.41-2.59 (m, 1H), 2.90 (dd, 0.15H), 3.04 (dd, 0.85H), 3.44-3.75 (m, 1.5H), 3.82-3.95 (m, 1H), 4.27-4.42 (m, 2H), 4.42-4.56 (m, 0.5H), 4.56-4.86 (m, 4H), 5.42-5.55 (m, 1H), 6.79 (d, 1H), 7.21-7.42 (m, 4.6H), 7.54-7.63 (m, 1.4H), 7.76-7.83 (m, 0.65H), 8.60-8.68 (m, 0.35H). Analytical HPLC 15.19 min. LC-MS (ES+) m/e=529.3 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07358273B2
Source datasetuspto-grants-2008_04
ORD IDord-ba31312366cc413a972550617ffb854d
Source noteuspto-grants-2008_04