(2R,4R)-3-(Ethoxycarbonyl)-2-phenyl-1,3-thiazolidine-4-carboxylic acid

Base Information

• Chemical Name: (2R,4R)-3-(Ethoxycarbonyl)-2-phenyl-1,3-thiazolidine-4-carboxylic acid
• CAS No.: 161153-14-6
• Molecular Formula: C₁₃H₁₅NO₄S
• Molecular Weight: 281.332
• Mol file: 161153-14-6.mol

Synonyms:(2R,4R)-3-(Ethoxycarbonyl)-2-phenyl-1,3-thiazolidine-4-carboxylic acid

Chemical Property of (2R,4R)-3-(Ethoxycarbonyl)-2-phenyl-1,3-thiazolidine-4-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4R)-3-(Ethoxycarbonyl)-2-phenyl-1,3-thiazolidine-4-carboxylic acid

There total 3 articles about (2R,4R)-3-(Ethoxycarbonyl)-2-phenyl-1,3-thiazolidine-4-carboxylic 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: 76.0%

(4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid (196930-46-8) + chloroformic acid ethyl ester (541-41-3) → (2R,4R)-3-(Ethoxycarbonyl)-2-phenyl-1,3-thiazolidine-4-carboxylic acid (161153-14-6)

Guidance literature:

With TEA; In acetone; 1.) r.t., 15 min, 2.) r.t., 2 h;

DOI:10.1055/s-1999-3488

Reference yield:

benzaldehyde (100-52-7) → (2R,4R)-3-(Ethoxycarbonyl)-2-phenyl-1,3-thiazolidine-4-carboxylic acid (161153-14-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / AcONa / aq. ethanol

2: 76 percent / TEA / acetone / 1.) r.t., 15 min, 2.) r.t., 2 h

With TEA; sodium acetate; In ethanol; acetone;

DOI:10.1055/s-1999-3488

Reference yield:

(2R,4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid (64970-78-1) + chloroformic acid ethyl ester (541-41-3) → (2R,4R)-3-(Ethoxycarbonyl)-2-phenyl-1,3-thiazolidine-4-carboxylic acid (161153-14-6)

Guidance literature:

With triethylamine; Yield given. Multistep reaction; 1.) THF, RT, 15 min, 2.) THF, RT, 1 h;

DOI:10.1002/jhet.5570310608

upstream raw materials:

(2R,4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid

chloroformic acid ethyl ester

(4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid

benzaldehyde

Downstream raw materials:

(2R,4R)-4-Azidocarbonyl-2-phenyl-thiazolidine-3-carboxylic acid ethyl ester