62855-02-1

Basic information

• Product Name: (R)-(1,2,3,4-TETRAHYDROISOQUINOLIN-3-YL)-METHANOL
• Synonyms: 3(R)-HYDROXYMETHYL-1,2,3,4-TETRAHYDRO-ISOQUINOLINE;(R)-(1,2,3,4-TETRAHYDROISOQUINOLIN-3-YL)-METHANOL;(R)-1,2,3,4-Tetrahydroisoquinolyl-methan-3-ol;(3R)-1,2,3,4-Tetrahydroisoquinolin-3-ylmethanol;(R)-(+)-1,2,3,4-Tetrahydro-3-isoquinolinemethanol;(3R)-1,2,3,4-tetrahydroisoquinolin-4-ylMethanol;(R)-(1,2,3,4-tetrahydroisoduinolin-3-yl)-Methanol;(R)-3-Hydroxymethyl-1, 2, 3, 4-tetrahydroisoquinoline
• CAS NO: 62855-02-1
• Molecular Formula: C₁₀H₁₃NO
• Molecular Weight: 163.22
• Mol File: 62855-02-1.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 307.9 °C at 760 mmHg
• Flash Point: 147 °C
• Appearance: White/Crystalline
• Density: 1.081 g/cm³
• Vapor Pressure: 0.000305mmHg at 25°C
• Refractive Index: 1.549
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 14.57±0.10(Predicted)
• CAS DataBase Reference: (R)-(1,2,3,4-TETRAHYDROISOQUINOLIN-3-YL)-METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-(1,2,3,4-TETRAHYDROISOQUINOLIN-3-YL)-METHANOL(62855-02-1)
• EPA Substance Registry System: (R)-(1,2,3,4-TETRAHYDROISOQUINOLIN-3-YL)-METHANOL(62855-02-1)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 62855-02-1(Hazardous Substances Data)

Usage

Chemical Properties

White crystal

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.

InChI:InChI=1/C10H13NO/c12-7-10-5-8-3-1-2-4-9(8)6-11-10/h1-4,10-12H,5-7H2/t10-/m1/s1

Upstream product

• 63-91-2 L-phenylalanine 
• 67123-97-1 (R,S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 
• 103733-65-9 (3R)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid 
• 62708-42-3 o-allylbenzaldehyde 
• 1510832-00-4 (S)-(2-((4-nitrophenyl)sulfonyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)methanol 
• 79815-19-3 methyl (3S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylate 
• 15912-55-7 ethyl (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate 
• 77497-95-1 (3S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride 
• 74163-81-8 L-Tic-OH 
• 15912-56-8 ethyl (S)-1,2,3,4-tetrahydroisoquinoline-3-carboxylate hydrochloride 
• 77497-96-2 (S)-1,2,3,4-tetrahydro-3-isoquinolinecarboxylic acid, phenylmethylester 
• 50-00-0 formaldehyd 
• 63-91-2 L-phenylalanine 

Downstream Products

• 102125-88-2 2-((S)-2-Benzyloxycarbonyl-1-hydroxy-4-oxo-1,3,4,6,11,11a-hexahydro-2H-pyrazino[1,2-b]isoquinolin-3-ylmethyl)-malonic acid dimethyl ester 
• 102125-84-8 C₂₆H₂₆N₂O₇ 
• 1154425-51-0 C₃₅H₃₂N₄O₃ 
• 1510832-00-4 (S)-(2-((4-nitrophenyl)sulfonyl)-1,2,3,4-tetrahydroisoquinolin-3-yl)methanol 
• 762245-27-2 (S)-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)(3-(hydroxymethyl)-3,4- dihydroisoquinolin-2(1H)-yl)methanone 
• 1033594-26-1 {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 
• 1033594-03-4 3-{4-((3R)-hydroxymethyl-3,4-dihydro-1H-isoquinolin-2-yl)-6-[4-(tetrahydropyran-4-yl)-piperazin-1-yl]-[1,3,5]triazin-2-yl}-phenol 
• 1033593-87-1 3-[4-((3R)-hydroxymethyl-3,4-dihydro-1H-isoquinolin-2-yl)-6-(4-methyl-piperazin-1-yl)-[1,3,5]triazin-2-yl]-benzoic acid methyl ester 
• 1033594-24-9 {2-[4-(3-fluoro-phenyl)-6-(piperidin-4-ylamino)-[1,3,5]triazin-2-yl]-1,2,3,4-tetrahydro-isoquinolin-(3R)-yl}-methanol 
• 1033594-25-0 {2-[4-(1-benzyl-piperidin-4-ylamino)-6-chloro-[1,3,5]triazin-2-yl]-1,2,3,4-tetrahydro-isoquinolin-(3R)-yl}-methanol 

Relevant articles and documents

Stereoselective synthesis of 1,3-disubstituted dihydroisoquinolines vial-phenylalanine-derived dihydroisoquinoline N-oxides

The preparation of chiral pool-derived nitrone 3 and its use in the protecting-group free, stereoselective synthesis of a range of 1,3-disubstituted tetrahydroisoquinolines is described. Grignard reagent additions to nitrone 3 yielded trans-1,3-disubstituted N-hydroxytetrahydroisoquinolines 6 with good levels of selectivity, while 1,3-dipolar cycloadditions to this nitrone provided access to 3-(2-hydroxyalkyl)isoquinolines 12 as single diastereomers.

Practical and cost-effective manufacturing route for the synthesis of a β-lactamase inhibitor

Compound 1, a potent and irreversible inhibitor of β-lactamases, is in clinical trials with β-lactam antibiotics for the treatment of serious and antibiotic-resistant bacterial infections. A short, scalable, and cost-effective route for the production of this densely functionalized polycyclic molecule is described.

An organogel formed from a cyclic β-aminoalcohol

A new organogelator with unique structural feature of a cyclic β-aminoalcohol is presented as the first example of gelation by aminoalcohol through hydrogen-bonding between hydroxy and amine.