The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Ethyl indoline-2-carboxylate(SMILESS: O=C(C1NC2=C(C=CC=C2)C1)OCC,cas:50501-07-0) is researched.Formula: C16H21O3P. The article 《Study on the synthesis of S-(-)-2-Carboxyindoline》 in relation to this compound, is published in Gaoxiao Huaxue Gongcheng Xuebao. Let’s take a look at the latest research on this compound (cas:50501-07-0).
A general synthetic route of S-(-)-2-carboxyindoline was proposed which started from o-nitrotoluene and di-Et oxalate, via condensation, nitro-group reduction, heterocyclic reduction and hydrolysis, 2-carboxyindoline was achieved with total yield of 40.6%. Especially, using 10% Pd-C as catalysts, the heterocycle is reduced easily with hydrogen at 160° and 6.2 MPa, the catalysts also can be reclaimed. Through steps of chlorination, esterification, fractional crystallization, and hydrolysis, the S-(-)-2-carboxyindoline was resolved with L-carnitine oxalate as the chiral resolution reagent. The titled product can be achieved with 32% yield and [α20589 = -27.5] (c = 1.0, DMSO).
In addition to the literature in the link below, there is a lot of literature about this compound(Ethyl indoline-2-carboxylate)Product Details of 50501-07-0, illustrating the importance and wide applicability of this compound(50501-07-0).
Reference:
Tetrahydropyran – Wikipedia,
Tetrahydropyran – an overview | ScienceDirect Topics