Isoquinolin-3-ylmethanol

Base Information

• Chemical Name: Isoquinolin-3-ylmethanol
• CAS No.: 76884-34-9
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.188
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID20512115
• Nikkaji Number: J1.695.140D
• Wikidata: Q72486492
• Mol file: 76884-34-9.mol

Synonyms:isoquinolin-3-ylmethanol;76884-34-9;3-Isoquinolinemethanol;(isoquinolin-3-yl)methanol;3-Isoquinolylmethanol;MFCD01859798;isoquinolin-3-yl methanol;Isoquinolin-3-yl-methanol;3-Hydroxymethylisoquinoline;3-(hydroxymethyl)isoquinoline;SCHEMBL1999306;AMY1762;DTXSID20512115;CMGQQHGOFWZGJH-UHFFFAOYSA-N;(R)-2-HYDROXYBUTYLTOSYLATE;AKOS006279633;FS-2792;SY110756;A9739;CS-0019309;FT-0649748;AE-477/25037015;J-521569

Chemical Property of Isoquinolin-3-ylmethanol

Chemical Property:

• Melting Point: 81ºC
• Boiling Point: 335.105 °C at 760 mmHg
• PKA: 13.48±0.10(Predicted)
• Flash Point: 156.466 °C
• PSA: 33.12000
• Density: 1.219 g/cm³
• LogP: 1.72710
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

98%min ^*data from raw suppliers

Isoquinolin-3-ylmethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=NC(=CC2=C1)CO

Technology Process of Isoquinolin-3-ylmethanol

There total 11 articles about Isoquinolin-3-ylmethanol 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: 85.0%

ethyl isoquinoline-3-carboxylate (50458-79-2) → 3-Hydroxymethylisoquinoline (76884-34-9)

Guidance literature:

With sodium tetrahydroborate; calcium chloride; In tetrahydrofuran; ethanol; at -20 ℃; for 0.75h;

DOI:10.1016/S0957-4166(01)00178-1

Reference yield:

isoquinoline-3-carboxylic acid (6624-49-3) → 3-formylisoquinoline (5470-80-4) + 3-Hydroxymethylisoquinoline (76884-34-9)

Guidance literature:

With D-Glucose; Bacillus subtilis glucose dehydrogenase; Segniliparus rugosus carboxylic acid reductase; nicotinamide adenine dinucleotide phosphate; dimethyl sulfoxide; ATP; magnesium chloride; In aq. phosphate buffer; at 30 ℃; for 18h; pH=7.5; Enzymatic reaction;

DOI:10.1039/d0gc00867b

Reference yield:

isoquinoline-3-carboxylic acid (6624-49-3) → 3-Hydroxymethylisoquinoline (76884-34-9)

Guidance literature:

With D-Glucose; Escherichia coli endogenous alcohol dehydrogenase; Segniliparus rugosus carboxylic acid reductase; dimethyl sulfoxide; magnesium chloride; In aq. phosphate buffer; at 30 ℃; for 18h; pH=7.5; Reagent/catalyst; Enzymatic reaction;

DOI:10.1039/d0gc00867b

upstream raw materials:

3-formylisoquinoline

acetic acid-[3]isoquinolylmethyl ester

ethyl isoquinoline-3-carboxylate

2-<2-(1,3-dioxolanyl)>benzaldehyde

Downstream raw materials:

3-(Bromomethyl)isoquinoline

3-formylisoquinoline

3-chloromethylisoquinoline hydrochloride

Refernces

• 1、 Guanti, Giuseppe,Riva, Renata. "Homochiral isoquinolines by lipase-catalysed resolution and their diastereoselective functionalisation". . p. 1185 - 1200. Retrieved 2007/10/03.