2-TERT-BUTYL 6-METHYL 3,4-DIHYDROISOQUINOLINE-2,6(1H)-DICARBOXYLATE

Base Information

• Chemical Name: 2-TERT-BUTYL 6-METHYL 3,4-DIHYDROISOQUINOLINE-2,6(1H)-DICARBOXYLATE
• CAS No.: 170097-66-2
• Molecular Formula: C16H21 N O4
• Molecular Weight: 291.34
• Hs Code.: 2933499090
• Mol file: 170097-66-2.mol

Synonyms:2-(1,1-Dimethylethyl)6-methyl 3,4-dihydro-2,6(1H)-isoquinolinedicarboxylate

Chemical Property of 2-TERT-BUTYL 6-METHYL 3,4-DIHYDROISOQUINOLINE-2,6(1H)-DICARBOXYLATE

Chemical Property:

• Vapor Pressure: 4.97E-07mmHg at 25°C
• Refractive Index: 1.535
• Boiling Point: 413°C at 760 mmHg
• PKA: -1.60±0.20(Predicted)
• Flash Point: 203.6°C
• PSA: 55.84000
• Density: 1.154g/cm³
• LogP: 2.70430
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

Methyl2-Boc-1,2,3,4-tetrahydro-isoquinoline-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 2-Boc-1,2,3,4-tetrahydro-isoquinoline-6-carboxylate is an intermediate used to prepare pyridyloxyacetyl tetrahydroisoquinoline compounds as NAMPT inhibitors useful in treating cancer.

Technology Process of 2-TERT-BUTYL 6-METHYL 3,4-DIHYDROISOQUINOLINE-2,6(1H)-DICARBOXYLATE

There total 16 articles about 2-TERT-BUTYL 6-METHYL 3,4-DIHYDROISOQUINOLINE-2,6(1H)-DICARBOXYLATE 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%

methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate hydrochloride (877861-62-6) + di-tert-butyl dicarbonate (24424-99-5) → 3,4-Dihydro-1H-isoquinoline-2.6-dicarboxylic acid 2-tert-butyl ester-6-methyl ester (170097-66-2)

Guidance literature:

With triethylamine; In methanol; for 24h;

Reference yield: 90.0%

methyl 1,2,3,4-tetrahydroisoquinoline-6-carboxylate (185057-00-5) + di-tert-butyl dicarbonate (24424-99-5) → 3,4-Dihydro-1H-isoquinoline-2.6-dicarboxylic acid 2-tert-butyl ester-6-methyl ester (170097-66-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1016/j.ejmech.2018.12.065

Reference yield: 81.4%

methanol (67-56-1) + 6-bromo-2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline (893566-74-0) + carbon monoxide (201230-82-2) → 3,4-Dihydro-1H-isoquinoline-2.6-dicarboxylic acid 2-tert-butyl ester-6-methyl ester (170097-66-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triethylamine; In acetonitrile; at 100 ℃; for 24h; under 16501.7 Torr; Autoclave;

upstream raw materials:

methanol

carbon monoxide

6-trifluoromethanesulfonyloxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

di-tert-butyl dicarbonate

Downstream raw materials:

6-hydroxymethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

6-bromomethyl-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester

(2-benzyl-1,2,3,4-tetrahydro-isoquinolin-6-yl)-(4-isopropyl-[1,4]diazepan-1-yl)-methanone

2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid

Refernces

• 1、 Shao, Jingwei,Zhu, Kongkai,Du, Daohai,Zhang, Yuanyuan,Tao, Hongrui,Chen, Zhifeng,Jiang, Hualiang,Chen, Kaixian,Luo, Cheng,Duan, Wenhu. "Discovery of 2-substituted-N-(3-(3,4-dihydroisoquinolin-2(1H)-yl)-2-hydroxypropyl)-1,2,3,4-tetrahydroisoquinoline-6-carboxamide as potent and selective protein arginine methyltransferases 5 inhibitors: Design, synthesis and biological evaluation". . p. 317 - 333. Retrieved 2019/01/04.
• 2、 -. "HETEROCYCLIC COMPOUND". . . Retrieved 2017/08/01.