152362-59-9

Upstream product

• 603945-44-4 2-amino-3-(2-(benzyloxy)-3-methoxyphenyl)propanoic acid ethyl ester 
• 1316755-16-4 5-(benzyloxy)-2-(2,2-diphenylacetyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 
• 64-17-5 ethanol 
• 1871-76-7 diphenylacetic acid chloride 
• 100-39-0 benzyl bromide 
• 2011-06-5 2-benzyloxy-3-methoxybenzaldehyde 
• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 

Downstream Products

• 1316755-16-4 5-(benzyloxy)-2-(2,2-diphenylacetyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 
• 1316755-16-4 PD 126055 
• 152362-60-2 2-(2,2-diphenylacetyl)-5-hydroxy-6-methoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid ethyl ester 

Relevant academic research and scientific papers

Synthesis of enantiopure angiotensin II type 2 receptor [AT2R] antagonist EMA401

We report a facile synthesis of the angiotensin II type 2 receptor antagonist EMA401, which recently passed phase II clinical trials, in high overall yield. The synthesis of the key phenylalanine intermediate involved the formation of an α-nitro cinnamic ester and its reduction followed by a Pictet-Spengler cyclization, which furnished the tetrahydroisoquinoline core structure. Next, EMA401 was separated from its enantiomer EMA402 by four recrystalizations of a diastereomeric salt in 98% ee. All steps were performed on gram scale with emphasis on avoiding column purification and using readily available low cost starting materials and reagents.

Substituted 1,2,3,4-tetahydroisoquinolines with angiotensin II receptor antagonist properties

This invention relates to novel substituted 1,2,3,4-tetrahydroisoquinolines which are useful in the treatment of vascular restenosis, various disorders of the central nervous system, in the regulation of female reproductive functions, in cognitive enhance