Réaction #1471265

ord-09126364d0fd40148d09f4cc047dff78

Équation de réaction

CCN(CC)CC
triethylamine
O=C(O)c1cc[nH]c1
3-pyrrolecarboxylic acid
Cc1ccc(S(=O)(=O)O)cc1.NCCC(=O)OCc1ccccc1
β-alanine benzyl ester p-toluenesulfonate
CCOP(=O)(C#N)OCC
diethyl phosphorocyanidate
→
O=C(CCNC(=O)c1cc[nH]c1)OCc1ccccc1
title compound
Rendement 88.6%
O=C(CCNC(=O)c1cc[nH]c1)OCc1ccccc1
benzyl 3-(3-pyrrolecarboxamido)propionate
Rendement 88.6%

Réactifs

CCN(CC)CC
triethylamine
O=C(O)c1cc[nH]c1
3-pyrrolecarboxylic acid
Cc1ccc(S(=O)(=O)O)cc1.NCCC(=O)OCc1ccccc1
β-alanine benzyl ester p-toluenesulfonate
CCOP(=O)(C#N)OCC
diethyl phosphorocyanidate

Réactifs

Aucun

Solvants

CN(C)C=O
DMF

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

Using 1.67 g (15 mmol) of 3-pyrrolecarboxylic acid, 6.33 g (18 mmol) of β-alanine benzyl ester p-toluenesulfonate, 2.94 g (18 mmol) of diethyl phosphorocyanidate, 3.64 g (36 mmol) of triethylamine and 50 ml of DMF, 3.62 g of the title compound were obtained in a similar manner as in Example 1 (yield: 89%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06258805B1uspto-grants-2001_07