(2S)-2-(naphthalen-2-yloxy)butanoic acid

Base Information

• Chemical Name: (2S)-2-(naphthalen-2-yloxy)butanoic acid
• CAS No.: 7668-56-6
• Molecular Formula: C14H14O3
• Mol file: 7668-56-6.mol

Synonyms:

Chemical Property of (2S)-2-(naphthalen-2-yloxy)butanoic acid

Chemical Property:

• Vapor Pressure: 4.1E-07mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S)-2-(naphthalen-2-yloxy)butanoic acid

There total 3 articles about (2S)-2-(naphthalen-2-yloxy)butanoic acid 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: 94.0%

(Z)-2-(Naphthalen-2-yloxy)-but-2-enoic acid → (S)-2-(naphthalen-2-yloxy)butyric acid (7668-56-6)

Guidance literature:

With C₆₃H₇₈IrNOP; hydrogen; caesium carbonate; In methanol; at 40 ℃; for 18h; under 4560.31 Torr; enantioselective reaction; Autoclave; Inert atmosphere;

DOI:10.1021/ja909810k

Reference yield:

(Z)-2-(Naphthalen-2-yloxy)-but-2-enoic acid → (R)-2-(2-naphthyloxy)butanoic acid (7668-55-5) + (S)-2-(naphthalen-2-yloxy)butyric acid (7668-56-6)

Guidance literature:

With hydrogen; (R)-spirofluorene-bis[(4-Me-C₆H₄)2P]-[Ru(OAc)2]; In methanol; at 25 - 28 ℃; for 40h; under 76000 Torr; Title compound not separated from byproducts;

DOI:10.1002/adsc.200606065

Reference yield:

2-β-naphthoxybutyric acid (161904-61-6) → (S)-2-(naphthalen-2-yloxy)butyric acid (7668-56-6)

Guidance literature:

With (R)-1-phenyl-ethyl-amine; Quinine;

upstream raw materials:

2-β-naphthoxybutyric acid

Refernces

• 1、 Cheng, Xu,Xie, Jian-Hua,Li, Sheng,Zhou, Qi-Lin. "Asymmetric hydrogenation of α,β-unsaturated carboxylic acids catalyzed by ruthenium(II) complexes of spirobifluorene diphosphine (SFDP) ligands". . p. 1271 - 1276. Retrieved 2007/10/03.