(R)-6-broMo-2-Methyl-1,2,3,4-tetrahydroquinoline

Base Information

• Chemical Name: (R)-6-broMo-2-Methyl-1,2,3,4-tetrahydroquinoline
• CAS No.: 1263000-45-8
• Molecular Formula: C10H12BrN
• Molecular Weight: 226.116
• Mol file: 1263000-45-8.mol

Synonyms:2-methyl-6-bromo-1,2,3,4-tetrahydro-quinoline;;

Chemical Property of (R)-6-broMo-2-Methyl-1,2,3,4-tetrahydroquinoline

Chemical Property:

• Melting Point: 48-50 oC**
• PSA: 12.03000
• Density: 1.342±0.06 g/cm3 (20 oC 760 Torr), Calc.*
• LogP: 3.33370

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-6-broMo-2-Methyl-1,2,3,4-tetrahydroquinoline

There total 3 articles about (R)-6-broMo-2-Methyl-1,2,3,4-tetrahydroquinoline 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: 91.0%

6-Bromo-2-methyl-quinoline (877-42-9) → (R)-6-bromo-2-methyl-1,2,3,4-tetrahydroquinoline (1263000-45-8)

Guidance literature:

With C₄₅H₂₆B₂F₁₆*2C₉H₇N; hydrogen; at -20 ℃; for 24h; under 15001.5 Torr; enantioselective reaction; Autoclave;

DOI:10.1002/anie.201900907

Reference yield:

6-bromo-2-methyl- 1,2,3,4-tetrahydroquinoline → 6-Bromo-2-methyl-quinoline (877-42-9) + (R)-6-bromo-2-methyl-1,2,3,4-tetrahydroquinoline (1263000-45-8)

Guidance literature:

With monoamine oxidase from Pseudomonas monteilii ZMU-T₀₁; In aq. buffer; at 37 ℃; pH=7.5; enantioselective reaction; Resolution of racemate;

DOI:10.1002/cctc.201701995

Reference yield:

6-Bromo-2-methyl-quinoline (877-42-9) → (S)-6-bromo-2-methyl-1,2,3,4-tetrahydroquinoline (1190876-63-1) + (R)-6-bromo-2-methyl-1,2,3,4-tetrahydroquinoline (1263000-45-8)

Guidance literature:

With C₃₃H₂₉F₃NO₅PS; C₂₉H₂₅IrN₂O₂S; hydrogen; In o-xylene; at 20 ℃; under 75007.5 Torr; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Autoclave;

DOI:10.1039/c0cc02167a

upstream raw materials:

6-Bromo-2-methyl-quinoline

Refernces

• 1、 Chen, Xuelian,Li, Chunzhi,Li, He,Liu, Lina,Ren, Yiqi,Tao, Lin,Yang, Qihua. "Efficient Asymmetric Hydrogenation of Quinolines over Chiral Porous Polymers Integrated with Substrate Activation Sites". . p. 1783 - 1791. Retrieved 2020/01/31.
• 2、 Yuan, Minglei,Mbaezue, Ifenna I.,Zhou, Zhi,Topic, Filip,Tsantrizos, Youla S.. "P -Chiral, N -phosphoryl sulfonamide Br?nsted acids with an intramolecular hydrogen bond interaction that modulates organocatalysis". supporting information. p. 8690 - 8694. Retrieved 2019/10/16.