79465-85-3

Usage

Uses

Used in Pharmaceutical Industry:
(2S)-diMethyl 8-acetyl-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1,2(2H)-dicarboxylate is used as a potential pharmaceutical agent due to its distinctive molecular structure. The presence of multiple functional groups may allow for interactions with biological targets, offering opportunities for the development of new drugs or therapeutic agents.
Used in Materials Science:
In the field of materials science, (2S)-diMethyl 8-acetyl-3,3a,8,8a-tetrahydropyrrolo[2,3-b]indole-1,2(2H)-dicarboxylate may be utilized for the development of novel materials with specific properties. Its unique structure could contribute to the creation of new polymers, coatings, or other advanced materials with tailored characteristics for various applications.

Upstream product

• 66377-68-2 N_b-methoxycarbonyl-DL-tryptophan methyl ester 
• 108-24-7 acetic anhydride 
• 66377-68-2 N-(methoxycarbonyl)-L-tryptophan methyl ester 
• 79465-82-0 L-(2β,3aα,8aα)-1,2,3,3a,8,8a-hexahydro-1,2-dimethoxycarbonylpyrrolo<2,3-b>indole 
• 67811-38-5 DL-(2β,3aα,8aα)-1,2,3,3a,8,8a-hexahydro-1,2-dimethoxycarbonylpyrrolo<2,3-b>indole 

Downstream Products

• 66377-68-2 N-(methoxycarbonyl)-L-tryptophan methyl ester 
• 73-22-3 L-Tryptophan 
• 139393-02-5 (S)-5-cyanotryptophan 
• 107447-06-3 trans-1-isobutyl-7-methoxy-3-methoxycarbonyl-1,2,3,4-tetrahydro-β-carboline 
• 107447-05-2 (1S,3S)-methyl-1-isobutyl-7-methoxy-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylate 
• 107462-41-9 (1S,3S)-2-((S)-1-Benzyloxycarbonyl-pyrrolidine-2-carbonyl)-1-isobutyl-7-methoxy-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester 
• 107447-04-1 (S)-methyl 2-amino-3-(6-methoxy-1H-indol-3-yl)propanoate 
• 6525-46-8 5-nitro-L-tryptophan 
• 6525-46-8 5-nitro-D-tryptophan 
• 93299-38-8 5-bromo-D-tryptophan methyl ester 
• 6548-09-0 5-bromo-L-tryptophan 
• 154-07-4 5-chloro-D-tryptophan 
• 154-07-4 2-amino-3-(5-chloro-1H-indol-3-yl)propanoic acid 

Relevant academic research and scientific papers

Synthesis of potent BCRP inhibitor-Ko143

Two routes for the synthesis of potent BCRP inhibitor-Ko143 are reported. The key intermediate, 6-methoxytryptophan derivative, was synthesized by an improved procedure, ytterbium triflate-promoted coupling between 6-methoxyindole and optically active 1-b

Synthesis of 5-alkyl- and 5-aryl-L-tryptophan analogues via palladium-catalyzed cross-coupling of an iodinated cyclic tryptophan tautomer

Cyclic tryptophan tautomers have been shown to be useful intermediates in the preparation of optically pure tryptophans substituted in the benzenoid ring. We have utilized cyclic tautomer 2a for the preparation of L-tryptophan derivatives bearing 5-alkyl

Synthesis of 5-cyano-I-tryptophan

The 5-bromo derivative 2 of the cyclic tautomer of Nb-methoxycarbonyl-L-tryptophan methyl ester 1 undergoes reaction with CuCN in refluxing N-methylpyrrolidone (NMP) to give 5-cyano derivative 3a with some ring opened 5-cyano product 3b. Both 3a and 3b can be converted, in high yield, into free 5-cyano-L-tryptophan 4 with BBr3 under mild conditions.

CYCLIC TAUTOMERS OF TRYPTOPHANS AND TRYPTAMINES-4; SYNTHESIS OF CYCLIC TAUTOMERS OF TRYPTOPHANS AND TRYPTAMINES

Nb-Methoxycarbonyltryptophan methyl ester (DL- and L-13) was cyclized to the corresponding trans cyclic tautomer (14) in excellent yield in various acids such as 85percent phosphoric acid or trifluoroacetic acid.The cis cyclic tautomer (15) was formed as the less stable and kinetically controlled product and converted to the more stable trans isomer (14) under the reaction condition.The trans isomer (14) was reverted to 13 on treatment with 10percent sulfuric acid in methanol.Other tryptophan and tryptamine derivatives (6 and 19a) also cyclized to the corresponding cyclic tautomers in similar acidic media.