methyl (2R,4R)-N-chlorocarbonyl-2-(2-hydroxyphenyl)thiazolidine-4-carboxylate

Base Information

• Chemical Name: methyl (2R,4R)-N-chlorocarbonyl-2-(2-hydroxyphenyl)thiazolidine-4-carboxylate
• CAS No.: 709654-01-3
• Molecular Formula: C₁₂H₁₂ClNO₄S
• Molecular Weight: 301.751
• Mol file: 709654-01-3.mol

Synonyms:methyl (2R,4R)-N-chlorocarbonyl-2-(2-hydroxyphenyl)thiazolidine-4-carboxylate

Chemical Property of methyl (2R,4R)-N-chlorocarbonyl-2-(2-hydroxyphenyl)thiazolidine-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2R,4R)-N-chlorocarbonyl-2-(2-hydroxyphenyl)thiazolidine-4-carboxylate

There total 2 articles about methyl (2R,4R)-N-chlorocarbonyl-2-(2-hydroxyphenyl)thiazolidine-4-carboxylate 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: 67.0%

phosgene (75-44-5) + methyl 2-(2-hydroxyphenyl)thiazolidine-4-carboxylate → methyl (2R,4R)-N-chlorocarbonyl-2-(2-hydroxyphenyl)thiazolidine-4-carboxylate (709654-01-3)

Guidance literature:

In dichloromethane; toluene; at 20 ℃; for 6h;

DOI:10.1016/j.tet.2004.03.030

Reference yield:

salicylaldehyde (90-02-8) → methyl (2R,4R)-N-chlorocarbonyl-2-(2-hydroxyphenyl)thiazolidine-4-carboxylate (709654-01-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / KHCO₃ / ethanol; H₂O / 0.5 h / 20 °C

2: 67 percent / toluene; CH₂Cl₂ / 6 h / 20 °C

With potassium hydrogencarbonate; In ethanol; dichloromethane; water; toluene;

DOI:10.1016/j.tet.2004.03.030

Reference yield:

methyl (2R,4R)-N-chlorocarbonyl-2-(2-hydroxyphenyl)thiazolidine-4-carboxylate (709654-01-3) → 5-acetyl-2-phenyl-2,3-dihydrothiazole

Guidance literature:

Multi-step reaction with 3 steps

1: 87.5 percent / 1,8-diazabicyclo[5.4.0]undec-7-ene / ethyl acetate / 2 h / 50 °C

2: 71 percent / LiI / ethyl acetate / 6 h / Heating

3: 4 percent / 2 h / 150 °C

With 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium iodide; In ethyl acetate;

DOI:10.1016/j.tet.2004.03.030

upstream raw materials:

phosgene

salicylaldehyde