1415685-99-2

Upstream product

• 2835-99-6 4-amino-3-methylphenol 
• 169897-87-4 [4S]-4-benzyl-3-(4-benzyloxy-1-butanoyl)-2-oxazolidinone 
• 5292-43-3 bromoacetic acid tert-butyl ester 
• 1181215-55-3 tert-butyl (R)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-5-benzyloxy-pentanoate 
• 1333379-78-4 2-methyl-4-((triisopropylsilyl)oxy)aniline 
• 13154-24-0 triisopropylsilyl chloride 
• 1333379-80-8 (R)-2-(2-(benzyloxy)ethyl)-4-tert-butoxy-4-oxobutanoic acid 

Downstream Products

• 1333379-83-1 (R)-methyl 5-(benzyloxy)-3-(5-(triisopropylsilyloxy)-1H-indol-2-yl)pentanoate 

Relevant academic research and scientific papers

Complementary asymmetric routes to (R)-2-(7-hydroxy-2,3-dihydro-1 H-pyrrolo[1,2-a]indol-1-yl)acetate

Two distinct and scalable enantioselective approaches to the tricyclic indole (R)-2-(7-hydroxy-2,3-dihydro-1H-pyrrolo[1,2-a]indol-1-yl)acetate, an important synthon for a preclinical S1P1 receptor agonist, are reported. Route 1 employs a modified version of Smith's modular 2-substituted indole synthesis as the key transformation. Route 2 involves a highly enantioselective CuH-catalyzed 1,4-hydrosilylation as the stereodefining step. Both routes can be performed without chromatography to provide multigram quantities of the tricycle in ≥98% ee.