(R)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol

Base Information

• Chemical Name: (R)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol
• CAS No.: 62855-02-1
• Molecular Formula: C10H13NO
• Molecular Weight: 163.219
• Hs Code.: 29339900
• European Community (EC) Number: 865-009-1
• DSSTox Substance ID: DTXSID40352338
• Nikkaji Number: J1.120.261F
• Wikidata: Q72505954
• ChEMBL ID: CHEMBL61490
• Mol file: 62855-02-1.mol

Synonyms:62855-02-1;(R)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol;(R)-(1,2,3,4-Tetrahydroisoquinolin-3-YL)-Methanol;(R)-1,2,3,4-Tetrahydroisoquinolin-3-yl-methanol;[(3R)-1,2,3,4-tetrahydroisoquinolin-3-yl]methanol;(R)-1,2,3,4-Tetrahydroisoquinolylmethan-3-ol;(R)-3-HYDROXYMETHYL-1,2,3,4-TETRAHYDROISOQUINOLINE;3-Isoquinolinemethanol, 1,2,3,4-tetrahydro-, (R)-;CHEMBL61490;(3R)-1,2,3,4-tetrahydroisoquinolin-4-ylmethanol;(r)-1,2,3,4-tetrahydro-3-isoquinolinemethanol;(R)-(1,2,3,4-Tetrahydro-isoquinolin-3-yl)-methanol;MFCD02684327;Oprea1_551380;SCHEMBL4738129;DTXSID40352338;ZSKDXMLMMQFHGW-SNVBAGLBSA-N;AMY14630;BDBM50077540;AKOS015856165;AC-23786;AS-18456;1,2,3,4-Tetrahydro-4-isoquinolinemethanol;CS-0030582;EN300-2999756;A834041;A900461;(R )-1,2,3,4-Tetrahydroisoquinolin-3-yl-methanol;J-503759;Z1198160868;(R)-1-(1,2,3,4-Tetrahydro-isoquinolin-3-yl)-methanol

Chemical Property of (R)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol

Chemical Property:

• Vapor Pressure: 0.000305mmHg at 25°C
• Refractive Index: 1.549
• Boiling Point: 307.9 °C at 760 mmHg
• PKA: 14.57±0.10(Predicted)
• Flash Point: 147 °C
• PSA: 32.26000
• Density: 1.081 g/cm³
• LogP: 1.02200
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 163.099714038
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

(3R)-1,2,3,4-Tetrahydro-3-isoquinolinemethanol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(NCC2=CC=CC=C21)CO
• Isomeric SMILES: C1[C@@H](NCC2=CC=CC=C21)CO
• Uses: (3R)-1,2,3,4-Tetrahydro-3-isoquinolinemethanol is used in asymmetric synthesis of vinylmorpholines by palladium-catalyzed tandem allylic substitutions with amino alcohols.

Technology Process of (R)-(1,2,3,4-Tetrahydroisoquinolin-3-yl)methanol

There total 17 articles about (R)-(1,2,3,4-Tetrahydroisoquinolin-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:

C₃₅H₃₂N₄O₃

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

(S)-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)(3-(hydroxymethyl)-3,4- dihydroisoquinolin-2(1H)-yl)methanone

{2-[4-(1-benzyl-piperidin-4-ylamino)-6-(3-fluoro-phenyl)-[1,3,5]rriazin-2-yl]-1,2,3,4-tetrahydro-isoquinolin-(3R)-yl}-methanol

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.