(1,2,3,4-Tetrahydro-isoquinolin-3-yl)-methanol

Base Information

• Chemical Name: (1,2,3,4-Tetrahydro-isoquinolin-3-yl)-methanol
• CAS No.: 62928-94-3
• Molecular Formula: C₁₀H₁₃NO
• Molecular Weight: 163.219
• Mol file: 62928-94-3.mol

Synonyms:1,2,3,4-Tetrahydroisoquinolin-3-ylmethanol;

Chemical Property of (1,2,3,4-Tetrahydro-isoquinolin-3-yl)-methanol

Chemical Property:

• Boiling Point: 307.9 °C at 760 mmHg
• Flash Point: 147 °C
• PSA: 32.26000
• Density: 1.081 g/cm³
• LogP: 1.02200

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1,2,3,4-Tetrahydro-isoquinolin-3-yl)-methanol

There total 15 articles about (1,2,3,4-Tetrahydro-isoquinolin-3-yl)-methanol 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: 98.0%

methyl (3S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate (79815-19-3,79799-05-6) → (S)-3-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline (18881-17-9,62855-02-1,62928-94-3,63006-93-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 3h; Inert atmosphere;

Reference yield: 97.0%

(S)-(2-((4-nitrophenyl)sulfonyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)methanol (1510832-00-4) → (S)-3-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline (18881-17-9,62855-02-1,62928-94-3,63006-93-9)

Guidance literature:

With potassium carbonate; mercaptoacetic acid; In methanol; at 0 - 25 ℃; chemoselective reaction; Inert atmosphere;

DOI:10.1021/ol4031606

Reference yield: 96.0%

L-Tic-OH (74163-81-8) → (S)-3-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline (18881-17-9,62855-02-1,62928-94-3,63006-93-9)

Guidance literature:

With dimethylsulfide borane complex; boron trifluoride diethyl etherate; In tetrahydrofuran; for 6h; Heating;

DOI:10.1039/a905947d

upstream raw materials:

formaldehyd

L-phenylalanine

(S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid, phenylmethylester

ethyl (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride

Downstream raw materials:

tert-butyl (3R)-3-formyl-3,4-dihydroisoquinoline-2(1H)-carboxylate

(S)-(2-((4-nitrophenyl)sulfonyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)methanol

tert-butyl (3S)-3-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

N-[2-(3-hydroxymethyl-3,4-dihydro-1H-isoquinolin-2-yl)-1-(1H-indol-3-ylmethyl)-2-oxo-ethyl]-2-nitro-benzenesulfonamide

Refernces

• 1、 Raghavan, Sadagopan,Senapati, Puspamitra. "Oxazolidines as Intermediates in the Asymmetric Synthesis of 3-Substituted and 1,3-Disubstituted Tetrahydroisoquinolines". . p. 6201 - 6210. Retrieved 2016/08/16.
• 2、 Chelopo, Madichaba P.,Pawar, Sachin A.,Sokhela, Mxolisi K.,Govender, Thavendran,Kruger, Hendrik G.,Maguire, Glenn E. M.. "Anticancer activity of ruthenium(II) arene complexes bearing 1,2,3,4-tetrahydroisoquinoline amino alcohol ligands". . p. 407 - 414. Retrieved 2013/10/01.