37033-95-7Relevant articles and documents
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Boehme
, p. 2502 (1953)
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Synthesis method of indole-2-carboxylic acid and derivative thereof
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Paragraph 0031-0038, (2019/02/21)
The invention relates to a synthesis method of indole-2-carboxylic acid and a derivative thereof, belonging to the field of organic synthesis. In the synthesis method, the indole-2-carboxylic acid isprepared through two steps of reaction with phenylhydrazine hydrochloride and ethyl pyruvate as raw materials and sulfuric acid as a catalyst. The synthesis method has a short process and uses fewer raw materials, the total yield of indole-2-carboxylic acid reaches 70% or above. The method can synthesize both indole-2-carboxylic acid and the derivative thereof, thereby being suitable for industrial production.
Complementary asymmetric routes to (R)-2-(7-hydroxy-2,3-dihydro-1 H-pyrrolo[1,2-a]indol-1-yl)acetate
Schrader, Thomas O.,Johnson, Benjamin R.,Lopez, Luis,Kasem, Michelle,Gharbaoui, Tawfik,Sengupta, Dipanjan,Buzard, Daniel,Basmadjian, Christine,Jones, Robert M.
supporting information, p. 6306 - 6309 (2013/02/25)
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.
