(5-(Benzyloxy)-4,6-dimethylpyridin-3-yl)methanol

Base Information

• Chemical Name: (5-(Benzyloxy)-4,6-dimethylpyridin-3-yl)methanol
• CAS No.: 57183-08-1
• Molecular Formula: C15H17NO2
• Molecular Weight: 243.305
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10435369
• Wikidata: Q82250248
• Mol file: 57183-08-1.mol

Synonyms:(5-(Benzyloxy)-4,6-dimethylpyridin-3-yl)methanol;57183-08-1;(4,6-dimethyl-5-phenylmethoxypyridin-3-yl)methanol;SCHEMBL5664859;DTXSID10435369;HWUCMHJWFIJOTF-UHFFFAOYSA-N;(5-Benzyloxy-4,6-dimethyl-pyridin-3-yl)-methanol

Chemical Property of (5-(Benzyloxy)-4,6-dimethylpyridin-3-yl)methanol

Chemical Property:

• PSA: 42.35000
• LogP: 2.76970
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 243.125928785
• Heavy Atom Count: 18
• Complexity: 241

Purity/Quality:

98%Min ^*data from raw suppliers

(5-(Benzyloxy)-4,6-dimethylpyridin-3-yl)methanol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NC=C1CO)C)OCC2=CC=CC=C2

Technology Process of (5-(Benzyloxy)-4,6-dimethylpyridin-3-yl)methanol

There total 4 articles about (5-(Benzyloxy)-4,6-dimethylpyridin-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: 80.0%

3-hydroxy-5-hydroxymethyl-2,4-dimethylpyridinium chloride (148-51-6) + benzyl chloride (100-44-7) → (5-(benzyloxy)-4,6-dimethylpyridin-3-yl)methanol (57183-08-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c4ob01221f

Reference yield:

pyridoxal hydrochloride (58-56-0) → (5-(benzyloxy)-4,6-dimethylpyridin-3-yl)methanol (57183-08-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid; zinc / 12 h / Reflux

1.2: 2 h / 0 °C

2.1: potassium carbonate / N,N-dimethyl-formamide / 12 h / 20 °C

With potassium carbonate; acetic acid; zinc; In N,N-dimethyl-formamide;

DOI:10.1039/c6ob00406g

Reference yield:

benzyldimethylphenylammonium chloride (3204-68-0) → (5-(benzyloxy)-4,6-dimethylpyridin-3-yl)methanol (57183-08-1)

Guidance literature:

With methanol; sodium methylate; und Erhitzen der Reaktionsloesung mit Xylol;

DOI:10.1039/jr9540003854

upstream raw materials:

benzyldimethylphenylammonium chloride

3-hydroxy-5-hydroxymethyl-2,4-dimethylpyridinium chloride

benzyl chloride

pyridoxal hydrochloride

Downstream raw materials:

5-benzyloxy-4,6-dimethylnicotinaldehyde

Refernces

• 1、 Shah, Sajita,Lee, Chaemin,Choi, Hyukjae,Gautam, Jaya,Jang, Hyeonjin,Kim, Geum Jin,Lee, Yu-Jeong,Chaudhary, Chhabi Lal,Park, Sang Won,Nam, Tae-Gyu,Kim, Jung-Ae,Jeong, Byeong-Seon. "5-Hydroxy-7-azaindolin-2-one, a novel hybrid of pyridinol and sunitinib: Design, synthesis and cytotoxicity against cancer cells". . p. 4829 - 4841. Retrieved 2016/06/13.
• 2、 -. "Novel heteroaryl phosphonates as cardioprotective agents". . . Retrieved 2008/06/13.