(S)-(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl 3-(4-hydroxyphenyl)propanoate

Base Information

• Chemical Name: (S)-(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl 3-(4-hydroxyphenyl)propanoate
• CAS No.: 144256-11-1
• Molecular Formula: C15H20O5
• Molecular Weight: 280.321
• Hs Code.: 2932999099
• European Community (EC) Number: 689-773-9
• UNII: MM5EF9L9HQ
• DSSTox Substance ID: DTXSID90451022
• Wikidata: Q72469875
• Mol file: 144256-11-1.mol

Synonyms:144256-11-1;(S)-(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl 3-(4-hydroxyphenyl)propanoate;((S)-2,2-Dimethyl-1,3-dioxolan-4-yl)methyl 3-(4-hydroxyphenyl)propanoate;[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl 3-(4-hydroxyphenyl)propanoate;MM5EF9L9HQ;4-Hydroxybenzenepropanoic acid [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl ester;(4S)-(2,2-dimethyl-1,3-dioxolan-4-yl)-3-(4- hydroxybenzene) propanoic acid,methyl ester (Landiolol);((4S)-2,2-Dimethyl-1,3-dioxolan-4-yl)methyl 4-hydroxybenzenepropanoate;[(4S)-2,2-Dimethyl-1,3-dioxolan-4-yl]methyl 4-hydroxybenzenepropanoate;Benzenepropanoic acid, 4-hydroxy-, ((4S)-2,2-dimethyl-1,3-dioxolan-4-yl)methyl ester;Benzenepropanoic acid, 4-hydroxy-, [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl ester;UNII-MM5EF9L9HQ;SCHEMBL15417887;DTXSID90451022;TWMFOGUTFPLVQZ-CYBMUJFWSA-N;AKOS015918328;AC-24025;F87124;(S)-(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl3-(4-hydroxyphenyl)propanoate

Chemical Property of (S)-(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl 3-(4-hydroxyphenyl)propanoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.515
• Boiling Point: 409.21 °C at 760 mmHg
• Flash Point: 147.875 °C
• PSA: 64.99000
• Density: 1.156 g/cm³
• LogP: 2.01950
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 280.13107373
• Heavy Atom Count: 20
• Complexity: 320

Purity/Quality:

99.9% ^*data from raw suppliers

(S)-(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl3-(4-hydroxyphenyl)propanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCC(O1)COC(=O)CCC2=CC=C(C=C2)O)C
• Isomeric SMILES: CC1(OC[C@H](O1)COC(=O)CCC2=CC=C(C=C2)O)C
• Uses: (4S)-(2,2-Dimethyl-1,3-dioxolan-4-yl)-3-(4-hydroxybenzene)propanoicacid,methylester is a useful research chemical compound.

Technology Process of (S)-(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl 3-(4-hydroxyphenyl)propanoate

There total 3 articles about (S)-(2,2-Dimethyl-1,3-dioxolan-4-yl)methyl 3-(4-hydroxyphenyl)propanoate 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: 98.0%

4-hydroxyphenylpropionic acid (501-97-3) + (S)-1-O-tosyl-2,3-O-isopropylideneglycerol (23735-43-5,7305-59-1) → 3-(4-hydroxyphenyl)propionic acid [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl ester (144256-11-1)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 100 ℃; for 1h;

DOI:10.1248/cpb.40.1462

Reference yield:

4-hydroxyphenylpropionic acid (501-97-3) + (S)-4-(chloromethyl)-2,2-dimethyl-1,3-dioxolane → 3-(4-hydroxyphenyl)propionic acid [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl ester (144256-11-1)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; potassium hydroxide; In dimethyl sulfoxide; at 20 - 115 ℃; Temperature; Reagent/catalyst; Catalytic behavior;

Reference yield:

4-hydroxyphenylpropionic acid (501-97-3) + (R)-2,2-dimethyl-1,3-dioxolane-4-ylmethyl p-toluenesulfonate (23788-74-1,7305-59-1) → 2,2-dimethyl-1,3-dioxolan-4R-ylmethyl 3-(4-hydroxyphenyl)propionate (133242-63-4,144256-11-1)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 100 ℃; for 1h;

DOI:10.1248/cpb.40.1462

upstream raw materials:

4-hydroxyphenylpropionic acid

(S)-1-O-tosyl-2,3-O-isopropylideneglycerol

(R)-2,2-dimethyl-1,3-dioxolane-4-ylmethyl p-toluenesulfonate

Downstream raw materials:

landiolol hydrochloride

2,2-dimethyl-1,3-dioxolan-4S-ylmethyl 3-<4-<2(S),3-epoxypropoxy>phenyl>propionate

Landiolol hydrochloride

2,2-dimethyl-1,3-dioxolan-4S-ylmethyl 3-<4-<3-<2-(morpholinocarbonylamino)ethylamino>-2S-hydroxypropoxy>phenyl>propionate

Refernces

• 1、 Iguchi,Iwamura,Nishizaki,Hayashi,Senokuchi,Kobayashi,Sakaki,Hachiya,Ichioka,Kawamura. "Development of a highly cardioselective ultra short-acting β-blocker, ONO-1101". . p. 1462 - 1469. Retrieved 2007/10/02.