Achard, Daniel et al. published their patent in 1993 |CAS: 81616-80-0

The Article related to perhydroisoindole preparation substance p antagonist, isoindole perhydro preparation substance p antagonist, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Application In Synthesis of (S)-2-(2-Methoxyphenyl)propanoic acid

On October 28, 1993, Achard, Daniel; Grisoni, Serge; Malleron, Jean Luc; Peyronel, Jean-francois; Tabart, Michel published a patent.Application In Synthesis of (S)-2-(2-Methoxyphenyl)propanoic acid The title of the patent was Perhydroisoindole derivatives as substance P antagonists and their preparation. And the patent contained the following:

Title compounds I [R = Ph optionally substituted with halogen or Me in position 2 or 3; R1 = (un)substituted Ph, cyclohexadienyl, naphthyl, indenyl, heterocyclyl; R2 = H, halo, OH, alkyl, aminoalkyl, CO2H, amino, etc.; R3 = Ph optionally substituted in position 2 by C1-2 alkyl or alkoxy; R4 = F, OH; R5 = H; or R4 = R5 = OH; or R4R5 = bond] and their stereoisomers, isomer mixtures, and salts, are claimed (40 synthetic examples). For example, N-acylation of [3a(S),4(S),7a(S)]-7,7-diphenyl-4-(2-methoxyphenyl)perhydroisoindol-4-ol (prepared in 4 steps) with (S)-2-(MeO)C6H4CHMeCO2H (prepared in 3 steps) using EDCI in CH2Cl2 gave title compound II. The ED50 of II for inhibition of increased capillary permeability induced by septide (a substance P agonist) in guinea pigs was 0.04 mg/kg i.v. or 3.5 mg/kg p.o. II also countered hypotension and bronchoconstriction induced by substance P in guinea pigs. The experimental process involved the reaction of (S)-2-(2-Methoxyphenyl)propanoic acid(cas: 81616-80-0).Application In Synthesis of (S)-2-(2-Methoxyphenyl)propanoic acid

The Article related to perhydroisoindole preparation substance p antagonist, isoindole perhydro preparation substance p antagonist, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Application In Synthesis of (S)-2-(2-Methoxyphenyl)propanoic acid

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem