(2S)-2-(3-Oxo-1,2-benzisothiazol-2(3H)-yl)-3-phenylpropanoic acid

Base Information

• Chemical Name: (2S)-2-(3-Oxo-1,2-benzisothiazol-2(3H)-yl)-3-phenylpropanoic acid
• CAS No.: 1212403-91-2
• Molecular Formula: C₁₆H₁₃NO₃S
• Molecular Weight: 299.35
• Mol file: 1212403-91-2.mol

Synonyms:2-(3-oxo-1,2-benzisothiazol-3(2H)-2-yl)-3-phenylpropanoic acid

Chemical Property of (2S)-2-(3-Oxo-1,2-benzisothiazol-2(3H)-yl)-3-phenylpropanoic acid

Chemical Property:

Purity/Quality:

98%min ^*data from raw suppliers

(2S)-2-(3-Oxo-1,2-benzisothiazol-2(3H)-yl)-3-phenylpropanoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-(3-Oxo-1,2-benzisothiazol-2(3H)-yl)-3-phenylpropanoic acid

There total 4 articles about (2S)-2-(3-Oxo-1,2-benzisothiazol-2(3H)-yl)-3-phenylpropanoic 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: 44.0%

methyl 2-(3-oxo-1,2-benzisothiazol-3(2H)-2-yl)-3-phenylpropanoic acetate (1416276-15-7) → 2-(3-oxo-1,2-benzisothiazol-3(2H)-2-yl)-3-phenylpropanoic acid (1212403-91-2)

Guidance literature:

With lithium hydroxide; In 1,4-dioxane; at 0 ℃; for 1h;

DOI:10.1016/j.bmc.2012.10.058

Reference yield:

2,2'-dithiodibenzoyl bis-alanine methyl ester → 2-(3-oxo-1,2-benzisothiazol-3(2H)-2-yl)-3-phenylpropanoic acid (1212403-91-2)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / 20 °C

2: triethylamine; bromine / dichloromethane / 0.58 h

3: lithium hydroxide / 1,4-dioxane / 1 h / 0 °C

With bromine; triethylamine; lithium hydroxide; In 1,4-dioxane; dichloromethane;

DOI:10.1016/j.bmc.2012.10.058

Reference yield:

2,2'-dithiobenzoic acid (119-80-2) → 2-(3-oxo-1,2-benzisothiazol-3(2H)-2-yl)-3-phenylpropanoic acid (1212403-91-2)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / tetrahydrofuran; N,N-dimethyl-formamide / 0.67 h / 20 °C / Reflux

2: triethylamine / 20 °C

3: triethylamine; bromine / dichloromethane / 0.58 h

4: lithium hydroxide / 1,4-dioxane / 1 h / 0 °C

With bromine; triethylamine; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2012.10.058

upstream raw materials:

2,2'-dithiobenzoic acid

methyl 2-(3-oxo-1,2-benzisothiazol-3(2H)-2-yl)-3-phenylpropanoic acetate

Downstream raw materials:

2-[2-phenyl-1-(2-p-pyridyl-1,3,4-oxadiazol-5-yl)ethyl]-1,2-benzisothiazol-3-one

2-[2-phenyl-1-(2-m-pyridyl-1,3,4-oxadiazol-5-yl)ethyl]-1,2-benzisothiazol-3(2H)-one

2-[2-phenyl-1-(2-(2-furyl)-1,3,4-oxadiazol-5-yl)ethyl]-1,2-benzisothiazol-3(2H)-one

2-[2-phenyl-1-(2-(2-thiophenyl)-1,3,4-oxadiazol-5-yl)ethyl]-1,2-benzisothiazol-3(2H)-one

Refernces