1-PHENYL-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE

Base Information

• Chemical Name: 1-PHENYL-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE
• CAS No.: 3790-45-2
• Molecular Formula: C₁₇H₁₆N₂
• Molecular Weight: 248.327
• Hs Code.: 2933990090
• Mol file: 3790-45-2.mol

Synonyms:1-Phenyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

Chemical Property of 1-PHENYL-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE

Chemical Property:

• Vapor Pressure: 4.19E-08mmHg at 25°C
• Melting Point: 165-168°C
• Refractive Index: 1.674
• Boiling Point: 444.7°C at 760 mmHg
• Flash Point: 222.7°C
• PSA: 27.82000
• Density: 1.188g/cm³
• LogP: 3.73180
• Storage Temp.: -20°C Freezer

Purity/Quality:

98%Min ^*data from raw suppliers

1-Phenyl-tetrahydrocarboline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-PHENYL-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE

There total 67 articles about 1-PHENYL-2,3,4,9-TETRAHYDRO-1H-BETA-CARBOLINE 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: 100.0%

(E)-N-(2-(1H-indol-3-yl)ethyl)-1-phenylmethanimine (16979-93-4) → 1-phenyl-2,3,4,9-tetrahydro-1H-beta-carboline (3790-45-2,121998-74-1,142696-56-8,148261-76-1)

Guidance literature:

With chloro-trimethyl-silane; ytterbium(III) triflate; In tetrahydrofuran; dichloromethane; at 20 ℃; for 5h;

DOI:10.1246/cl.2002.428

Reference yield: 97.0%

tryptamine (61-54-1) + benzaldehyde (100-52-7) → 1-phenyl-2,3,4,9-tetrahydro-1H-beta-carboline (3790-45-2,121998-74-1,142696-56-8,148261-76-1)

Guidance literature:

With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; In ethyl acetate; at 110 ℃; for 0.166667h; Time; Temperature; Microwave irradiation; Sealed tube;

DOI:10.1016/j.tetlet.2013.04.107

Reference yield: 96.0%

1-phenyl-4,9-dihydro-3H-β-carboline (10022-79-4) → 1-phenyl-2,3,4,9-tetrahydro-1H-beta-carboline (3790-45-2,121998-74-1,142696-56-8,148261-76-1)

Guidance literature:

With sodium tetrahydroborate; at 20 ℃; for 12h;

DOI:10.1111/j.1747-0285.2012.01317.x

upstream raw materials:

tryptamine hydochloride

N-benzylidene-2-(1H-indol-3-yl)ethylamine

2-phenyl-4,4-dimethyloxazolidine

tryptamine

Downstream raw materials:

2,3,4,9-tetrahydro-1-phenyl-2-tosyl-1H-pyrido[3,4-b]indole

(S)-1-phenyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole

2-N-benzyl-1-phenyl-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole

2-(chloroacetyl)-1-phenyl-2,3,4,9-tetrahydro-1H-pyrido<3,4-b>indole

Refernces

• 1、 Ma, Zonglin,Huang, Yahui,Wan, Kun,Zhu, Fugui,Sheng, Chunquan,Chen, Shuqiang,Liu, Dan,Dong, Guoqiang. "Structural simplification of evodiamine: Discovery of novel tetrahydro-β-carboline derivatives as potent antitumor agents". supporting information. . Retrieved 2021/04/02.
• 2、 Sathish, Manda,Sakla, Akash P.,Nachtigall, Fabiane M.,Santos, Leonardo S.,Shankaraiah, Nagula. "TCCA-mediated oxidative rearrangement of tetrahydro-β-carbolines: Facile access to spirooxindoles and the total synthesis of (±)-coerulescine and (±)-horsfiline". . p. 16537 - 16546. Retrieved 2021/05/19.