(S)-(-)-1-(4-PYRIDYL)ETHANOL

Base Information

• Chemical Name: (S)-(-)-1-(4-PYRIDYL)ETHANOL
• CAS No.: 54656-96-1
• Molecular Formula: C7H9 N O
• Molecular Weight: 123.155
• Hs Code.: 2933399090
• European Community (EC) Number: 625-052-7
• Nikkaji Number: J64.127H
• Mol file: 54656-96-1.mol

Synonyms:4-Pyridinemethanol,a-methyl-, (S)-;(-)-(S)-4-Pyridylethanol; (-)-1-(4-Pyridyl)ethanol;(S)-(-)-1-(4-Pyridyl)ethanol; (S)-1-(4-Pyridinyl)ethanol;(S)-1-(4-Pyridyl)-1-ethanol; (S)-1-(4-Pyridyl)ethanol; (aS)-a-Methyl-4-pyridinemethanol

Chemical Property of (S)-(-)-1-(4-PYRIDYL)ETHANOL

Chemical Property:

• Melting Point: 67-69 °C(lit.)
• Boiling Point: 239.7±15.0 °C(Predicted)
• PKA: 13.52±0.20(Predicted)
• PSA: 33.12000
• Density: 1.082±0.06 g/cm3(Predicted)
• LogP: 1.13490
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: soluble in Methanol
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 123.068413911
• Heavy Atom Count: 9
• Complexity: 79

Purity/Quality:

99.3% ^*data from raw suppliers

(S)?-?(-?)?-?1-?(4-?Pyridyl)?ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=NC=C1)O
• Isomeric SMILES: C[C@@H](C1=CC=NC=C1)O
• Uses: (S)?-?(-?)?-?1-?(4-?Pyridyl)?ethanol is a building block used in the synthesis of macrocycles which act as hydrogenation catalysts as well as other pharmaceutical agents

Technology Process of (S)-(-)-1-(4-PYRIDYL)ETHANOL

There total 24 articles about (S)-(-)-1-(4-PYRIDYL)ETHANOL 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: 100.0%

(S)-1-(4-Pyridyl)ethylacetat (66842-22-6) → (S)-1-(4-pyridyl)ethanol (54656-96-1,42732-22-9)

Guidance literature:

With sodium hydroxide; In methanol; for 12h; Ambient temperature;

DOI:10.3987/R-1987-12-3051

Reference yield: 99.0%

methyl (4-pyridyl) ketone (1122-54-9) → (S)-1-(4-pyridyl)ethanol (54656-96-1,42732-22-9)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; hydrogen; C₄₁H₄₄N₃O₃P; barium(II) hydroxide; In ethanol; at 40 ℃; for 1h; under 45004.5 Torr; enantioselective reaction; Autoclave;

DOI:10.1021/acs.orglett.1c04101

Reference yield: 96.0%

rac-1-(pyridin-4-yl)ethanol (23389-75-5,42732-22-9) + Isopropenyl acetate (108-22-5) → (S)-1-(4-pyridyl)ethanol (54656-96-1,42732-22-9) + (R)-1-(4-pyridinyl)ethanol (27854-88-2,42732-22-9) + (R)-1-(pyridin-4-yl)ethyl acetate (143840-01-1)

Guidance literature:

With Candida antarctica lipase B; dicarbonyl(chloro)(η⁵-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate; In tetrahydrofuran; toluene; at 50 ℃; for 20h;

DOI:10.1021/ja051576x

upstream raw materials:

methyl (4-pyridyl) ketone

1-(3-Pyridyl)ethanol

rac-1-(pyridin-4-yl)ethanol

vinyl acetate

Downstream raw materials:

α-isopropyl-(4-methoxyphenyl)acetic acid

(S)-2-(4-Methoxy-phenyl)-3-methyl-butyric acid (S)-1-pyridin-4-yl-ethyl ester

5-Fluoro-2-methoxy-4-((R)-1-pyridin-4-yl-ethoxy)-benzoic acid methyl ester

2-[((1S)-1-{1-[3-(1-methylethyl)-1,2,4-oxadiazol-5-yl]-4-piperidinyl}ethyl)oxy]-5-[4-(methylsulfonyl)phenyl]pyrazine

Refernces

• 1、 Oestreich, Martin,Seliger, Jan. "Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts". . p. 247 - 251. Retrieved 2020/10/29.
• 2、 Wang, Mengna,Zhang, Ling,Sun, Hao,Chen, Qian,Jiang, Jian,Li, Linlin,Zhang, Lin,Li, Li,Li, Chun. "Ruthenium-catalyzed hydrogenation of aromatic ketones using chiral diamine and monodentate achiral phosphine ligands". . . Retrieved 2021/03/24.