(S)-2,3,4,9-Tetrahydro-1H-pyridol[3,4-b]-3-indolecarboxylic acid methyl ester

Base Information

• Chemical Name: (S)-2,3,4,9-Tetrahydro-1H-pyridol[3,4-b]-3-indolecarboxylic acid methyl ester
• CAS No.: 79815-18-2
• Molecular Formula: C13H14 N2 O2
• Molecular Weight: 230.266
• Hs Code.: 2933990090
• Mol file: 79815-18-2.mol

Synonyms:1H-Pyrido[3,4-b]indole-3-carboxylicacid, 2,3,4,9-tetrahydro-, methyl ester, (S)-

Chemical Property of (S)-2,3,4,9-Tetrahydro-1H-pyridol[3,4-b]-3-indolecarboxylic acid methyl ester

Chemical Property:

• Melting Point: 143-145 °C
• Boiling Point: 401.9±45.0 °C(Predicted)
• PKA: 17.21±0.40(Predicted)
• PSA: 54.12000
• Density: 1.262±0.06 g/cm3(Predicted)
• LogP: 1.68400

Purity/Quality:

97% ^*data from raw suppliers

(S)-Methyl2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl (3S)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylate is used in the synthesis of β-?carboline-?(phenylsulfonyl)?furoxan hybrids as anti-cancer targets.

Technology Process of (S)-2,3,4,9-Tetrahydro-1H-pyridol[3,4-b]-3-indolecarboxylic acid methyl ester

There total 17 articles about (S)-2,3,4,9-Tetrahydro-1H-pyridol[3,4-b]-3-indolecarboxylic acid methyl ester 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%

formaldehyde diethyl acetal (462-95-3) + (S)-tryptophan methyl ester hydrochloride (7524-52-9,26988-71-6,5619-09-0,14907-27-8,41222-70-2,67557-19-1,109492-62-8) → methyl (3S)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate (79815-18-2)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; for 0.5h; Heating;

Reference yield: 99.64%

methanol (67-56-1) + 3-carboxy-1,2,3,4-tetrahydro-2-carboline (42438-90-4) → methyl (3S)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate (79815-18-2)

Guidance literature:

With sulfuric acid; for 18h; Reflux;

DOI:10.3390/molecules26061562

Reference yield: 98.0%

(1R,3S)-3-methoxycarbonyl-1,2,3,4-tetrahydro-β-carboline-1-carboxylic acid (320589-55-7) → methyl (3S)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate (79815-18-2)

Guidance literature:

In xylene; at 200 ℃; for 2h;

DOI:10.1016/S0957-4166(00)00282-2

upstream raw materials:

methanol

L-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid

L-tryptophan

(1R,3S)-3-methoxycarbonyl-1,2,3,4-tetrahydro-β-carboline-1-carboxylic acid

Downstream raw materials:

methyl 9H-β-carboline-3-carboxylate

(S)-1,3,4,9-Tetrahydro-β-carboline-2,3-dicarboxylic acid 2-benzyl ester 3-methyl ester

2-(2-acetyl-benzoyl)-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester

S-(-)-methyl 2-α-[N-t-butoxycarbonyl]amino-β-phenylpropionyl-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole-3-carboxylate

Refernces

• 1、 Chauthong, Nattapong,Jiaranaikulwanitch, Jutamas,Jiranusornkul, Supat,Nilkosol, Supitcha,Pandith, Hataichanok,Tadtong, Sarin,Thammarat, Phanit,Vajragupta, Opa. "Novel multifunctional ascorbic triazole derivatives for amyloidogenic pathway inhibition, anti-inflammation, and neuroprotection". supporting information. . Retrieved 2021/06/15.
• 2、 -. "NITROGEN-CONTAINING COMPOUND, METHOD FOR MANUFACTURING THE SAME, AND OPTICAL FUNCTIONAL MATERIAL INCLUDING THE SAME". Paragraph 0146-0147. . Retrieved 2021/08/21.