(2R)-1-(1H-INDOL-3-YL)PROPAN-2-AMINE

Base Information

• Chemical Name: (2R)-1-(1H-INDOL-3-YL)PROPAN-2-AMINE
• CAS No.: 7795-52-0
• Molecular Formula: C11H14N2
• Molecular Weight: 174.246
• Mol file: 7795-52-0.mol

Synonyms:133914;(R)-α-Methyltryptamine;(R)-α-Methyltryptamine;D-alpha-Methyltryptamine;(R)-alpha-Methyltryptamine;(2R)-1-(1H-INDOL-3-YL)PROPAN-2-AMINE;1H-Indole-3-ethanamine, α-methyl-, (αR)-

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Chemical Property of (2R)-1-(1H-INDOL-3-YL)PROPAN-2-AMINE

Chemical Property:

• Melting Point: 126-127°
• Boiling Point: 344.5±17.0 °C(Predicted)
• PKA: 17.22±0.30(Predicted)
• PSA: 41.81000
• Density: 1.122±0.06 g/cm3(Predicted)
• LogP: 2.75790

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (R)-α-Methyltryptamine is a methylated Tryptamine with psychedelic, stimulant and entactogenic properties. It is a non-selective serotonin receptor agonist and it acts as relatively balanced releasing agent of serotonin, norepinephrine, and dopamine.

Technology Process of (2R)-1-(1H-INDOL-3-YL)PROPAN-2-AMINE

There total 21 articles about (2R)-1-(1H-INDOL-3-YL)PROPAN-2-AMINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

tert-butyl (R)-(1-(1H-indol-3-yl)propan-2-yl)carbamate (847199-90-0) → (-)-alpha-Methyltryptamine (7795-52-0,304-54-1)

Guidance literature:

With hydrogenchloride; In methanol; at 0 - 30 ℃; for 3h; Reagent/catalyst; Inert atmosphere;

Reference yield: 94.0%

(R)-1-(1H-indol-3-yl)-N-((R)-1-phenylethyl)propan-2-amine (113997-58-3) → (-)-alpha-Methyltryptamine (7795-52-0,304-54-1)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; for 24h; under 2585.7 Torr;

DOI:10.1021/jm00402a026

Reference yield: 94.0%

(S,R)-N-α-phenetyl-1-indol-3-yl-2-aminopropane (113997-61-8) → (-)-alpha-Methyltryptamine (7795-52-0,304-54-1)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; for 24h; under 2585.7 Torr;

DOI:10.1021/jm00402a026

upstream raw materials:

1-(1H-indol-3-yl)propan-2-amine

2,2,2-trifluoroethylbutyrate

(R)-1-(1H-indol-3-yl)-N-((R)-1-phenylethyl)propan-2-amine

(S,R)-N-α-phenetyl-1-indol-3-yl-2-aminopropane

Downstream raw materials:

thiophene-2-sulfonic acid (3-{1-(tert-butyl-dimethyl-silanyloxy)-2-[2-(1H-indol-3-yl)-1-methyl-ethylamino]-ethyl}-phenyl)-amide

(R)-6-Isobutyramido-α-[[(1(R)-methyl-2-(1H-indol-3-yl)ethyl)amino]methyl]-3-pyridinemethanol

(R)-6-Amino-5-cyano-α-[[(1(R)-methyl-2-(1H-indol-3-yl)-ethyl)amino]methyl]-3-pyridinemethanol

(1S,3R)-5'-chloro-3-methyl-2,3,4,9-tetrahydrospiro[β-carboline-1,3'-indol]-2'(1'H)-one

Refernces

• 1、 Angelaud, Rémy,Chung, Cheol K.,Clagg, Kyle,Dalziel, Michael E.,Fettes, Alec,Finet, Laure,Gosselin, Francis,Jenny, Christian,Kammerer, Michael,Lim, Ngiap-Kie,Mack, Kyle A.,McClory, Andrew,Wuitschik, Georg,Xu, Jie,Zhang, Haiming. "Efficient Manufacturing Process for the Selective Estrogen Receptor Degrader GDC-9545 (Giredestrant) via a Crystallization-Driven Diastereoselective Pictet-Spengler Condensation". . . Retrieved 2021/11/24.
• 2、 -. "METHODS OF TREATING ESTROGEN RECEPTOR-ASSOCIATED DISEASES". Paragraph 0192-0193. . Retrieved 2021/09/11.