(S)-Modafinil Carboxylate Methyl Ester

Base Information

• Chemical Name: (S)-Modafinil Carboxylate Methyl Ester
• CAS No.: 865811-65-0
• Molecular Formula: C16H16O3S
• Molecular Weight: 288.367
• Mol file: 865811-65-0.mol

Synonyms:Acetic acid, 2-[(S)-(diphenylmethyl)sulfinyl]-, methyl ester;

Chemical Property of (S)-Modafinil Carboxylate Methyl Ester

Chemical Property:

• Melting Point: 101-104°C
• Boiling Point: 483.8±45.0 °C(Predicted)
• PSA: 62.58000
• Density: 1.242±0.06 g/cm3(Predicted)
• LogP: 3.56340
• Storage Temp.: Refrigerator

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Modafinil derivative.

Technology Process of (S)-Modafinil Carboxylate Methyl Ester

There total 8 articles about (S)-Modafinil Carboxylate Methyl Ester 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: 70.0%

methyl iodide (74-88-4) + (S)-(+)-(diphenylmethanesulfinyl)acetic acid (112111-44-1) → (S)-(+)-methyl (diphenylmethanesulfinyl)-acetate (865811-65-0)

Guidance literature:

With potassium carbonate; In acetone; Reflux;

DOI:10.1021/ml1002025

Reference yield:

(benzhydrylthio)acetic acid (63547-22-8) → (S)-(+)-methyl (diphenylmethanesulfinyl)-acetate (865811-65-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 99 percent / H₂SO₄ / Heating

2.1: H₂SO₄; 2-propanol; aq. H₂O₂ / methanol / 20 °C

3.1: 62.1 g / NaOH; H₂O / ethanol / 1 h / 20 °C

4.1: (R)-(+)-α-methylbenzylamine / H2O / Heating

4.2: 17.0 g / aq. HCl / pH 2

5.1: 65 percent / K₂CO₃ / acetone / Heating

With sodium hydroxide; sulfuric acid; (R)-1-phenyl-ethyl-amine; water; dihydrogen peroxide; potassium carbonate; isopropyl alcohol; In methanol; ethanol; water; acetone;

DOI:10.1016/j.tetasy.2004.01.039

Reference yield:

methyl diphenylmethylmercaptoacetate (118286-24-1) → (R)-(-)-methyl (diphenylmethanesulfinyl)-acetate (713134-72-6) + (S)-(+)-methyl (diphenylmethanesulfinyl)-acetate (865811-65-0)

Guidance literature:

With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; In tetrachloromethane; at 20 ℃; for 48h; Title compound not separated from byproducts.;

DOI:10.1016/j.tetasy.2007.11.031

upstream raw materials:

methyl iodide

(S)-(+)-(diphenylmethanesulfinyl)acetic acid

1,1-Diphenylmethanol

(benzhydrylthio)acetic acid

Downstream raw materials:

methyl diphenylmethylmercaptoacetate