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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1805393Generated: November 2, 2026

Isatin → (S)-methyl-3-(2-oxo-1,3-oxazolidin-3-yl)-5-(2-oxo-2'',3'',5'',6''-tetrahydrodispiro[indole-3,1'-cyclopropane-2',4''-pyran]-1(2 H)-yl)benzoate

https://huagongshe.com/reaction/1805393

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsatinHCID 7054—
Reactant4-MethylideneoxaneHCID 548975—
ReactantMethyl-3-bromo-5-(2-oxooxazolidin-3-yl)benzoateHCID 67229228—
Product(S)-methyl-3-(2-oxo-1,3-oxazolidin-3-yl)-5-(2-oxo-2'',3'',5'',6''-tetrahydrodispiro[indole-3,1'-cyclopropane-2',4''-pyran]-1(2 H)-yl)benzoateHCID 58305334—

Reaction Steps

The title compound was prepared in analogy to Example 101 starting from methyl-3-bromo-5-(2-oxooxazolidin-3-yl)benzoate prepared as in Example 101, 4-methylenetetrahydro-2H-pyran, isatin (commercially available) according to Scheme 2. LC/MS m/e calcd. for C25H24ClN2O6: 448, observed (M+H)+: 449.21 1HNMR (400 MHz, DMSO-d6) δppm 1.72-1.81 (m, 1 H) 1.83 (d, J=4.55 Hz, 1 H) 1.92-1.99 (m, 3 H) 2.07-2.15 (m, 1 H) 3.38-3.47 (m, 1 H) 3.51-3.57 (m, 1 H) 3.57-3.66 (m, 2 H) 3.90 (s, 3 H) 4.16 (t, J=7.83 Hz, 2 H) 4.49 (t, J=7.83 Hz, 2 H) 6.90 (d, J=7.83 Hz, 1 H) 7.08 (t, J=7.58 Hz, 1 H) 7.23 (t, J=7.71 Hz, 1 H) 7.29 (d, J=7.58 Hz, 1 H) 7.74 (s, 1 H) 7.93 (s, 1 H) 8.24 (s, 1 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08354443B2
Source datasetuspto-grants-2013_01
ORD IDord-cb076e3f62874e24a2b80eee3611bb93
Source noteuspto-grants-2013_01