150852-19-0

Basic information

• Product Name: 5-HYDROXY-ALPHA-METHYL-L-TRYPTOPHAN
• Synonyms: L-TRYPTOPHAN, 5-HYDROXY-ALPHA-METHYL-;5-HYDROXY-ALPHA-METHYL-L-TRYPTOPHAN;5-OH-ALPHA-METHYL-L-TRYPTOPHAN
• CAS NO: 150852-19-0
• Molecular Formula: C12H14N2O3
• Molecular Weight: 234.25
• Mol File: 150852-19-0.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-HYDROXY-ALPHA-METHYL-L-TRYPTOPHAN(CAS DataBase Reference)
• NIST Chemistry Reference: 5-HYDROXY-ALPHA-METHYL-L-TRYPTOPHAN(150852-19-0)
• EPA Substance Registry System: 5-HYDROXY-ALPHA-METHYL-L-TRYPTOPHAN(150852-19-0)

Safety Data

• Hazardous Substances Data: 150852-19-0(Hazardous Substances Data)

Upstream product

• 150804-40-3 (2S,3aR,8aS)-8-Benzenesulfonyl-5-benzenesulfonyloxy-2-methyl-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid dimethyl ester 
• 150804-39-0 (2S,3aR,8aS)-8-Benzenesulfonyl-5-benzenesulfonyloxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid dimethyl ester 
• 150804-44-7 (S)-3-(1-Benzenesulfonyl-5-benzenesulfonyloxy-1H-indol-3-yl)-2-methoxycarbonylamino-2-methyl-propionic acid methyl ester 
• 150852-18-9 (2S,3aR,8aR)-5-Hydroxy-3,3a,8,8a-tetrahydro-2H-pyrrolo[2,3-b]indole-1,2-dicarboxylic acid dimethyl ester 
• 150804-47-0 (S)-3-(5-Hydroxy-1H-indol-3-yl)-2-methoxycarbonylamino-2-methyl-propionic acid methyl ester 

Relevant articles and documents

ASYMMETRIC SYNTHESIS OF α-SUBSTITUTED 5-HYDROXYTRYPTOPHAN DERIVATIVES

5-hydroxytryptophan was converted to pyrroloindole (3), which on deprotonation with LDA and subsequent reaction with alkyl halides gave the C-2 alkylated derivatives (6-9) cleanly with retention of configuration.Reversion to the 5-hydroxytryptophan skeleton was then achieved by stirring in trifluoroacetic acid and deprotection by treatment with sodium in liquid ammonia followed by saponification.