4-(2-oxo-2,3-dihydro-1,2λ⁴,3,5-oxathiadiazol-4-yl)benzoic acid

Base Information

• Chemical Name: 4-(2-oxo-2,3-dihydro-1,2λ⁴,3,5-oxathiadiazol-4-yl)benzoic acid
• CAS No.: 340736-78-9
• Molecular Formula: C₈H₆N₂O₄S
• Molecular Weight: 226.213
• Mol file: 340736-78-9.mol

Synonyms:4-(2-oxo-2,3-dihydro-1,2λ⁴,3,5-oxathiadiazol-4-yl)benzoic acid

Chemical Property of 4-(2-oxo-2,3-dihydro-1,2λ⁴,3,5-oxathiadiazol-4-yl)benzoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2-oxo-2,3-dihydro-1,2λ⁴,3,5-oxathiadiazol-4-yl)benzoic acid

There total 3 articles about 4-(2-oxo-2,3-dihydro-1,2λ⁴,3,5-oxathiadiazol-4-yl)benzoic 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: 100.0%

tert-butyl 4-(2-oxo-2,3-dihydro-1,2λ4,3,5-oxathiadiazol-4-yl)benzoate (340736-77-8) → 4-(2-oxo-2,3-dihydro-1,2λ4,3,5-oxathiadiazol-4-yl)benzoic acid (340736-78-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1248/cpb.49.268

Reference yield:

tert-butyl 4-cyanobenzoate (55696-50-9) → 4-(2-oxo-2,3-dihydro-1,2λ4,3,5-oxathiadiazol-4-yl)benzoic acid (340736-78-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / H₂NOH*HCl; aq. NaHCO₃ / 2-methyl-propan-2-ol / 1.5 h / 80 °C

2: 74 percent / SOCl₂; pyridine / CH₂Cl₂ / 0.67 h / -5 °C

3: 100 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

With pyridine; thionyl chloride; hydroxylamine hydrochloride; sodium hydrogencarbonate; trifluoroacetic acid; In dichloromethane; tert-butyl alcohol;

DOI:10.1248/cpb.49.268

Reference yield:

tert-butyl 4-[amino(hydroxyimino)methyl]benzoate (184576-27-0) → 4-(2-oxo-2,3-dihydro-1,2λ4,3,5-oxathiadiazol-4-yl)benzoic acid (340736-78-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / SOCl₂; pyridine / CH₂Cl₂ / 0.67 h / -5 °C

2: 100 percent / TFA / CH₂Cl₂ / 1 h / 20 °C

With pyridine; thionyl chloride; trifluoroacetic acid; In dichloromethane;

DOI:10.1248/cpb.49.268

upstream raw materials:

tert-butyl 4-(2-oxo-2,3-dihydro-1,2λ⁴,3,5-oxathiadiazol-4-yl)benzoate

tert-butyl 4-cyanobenzoate

tert-butyl 4-[amino(hydroxyimino)methyl]benzoate

Downstream raw materials:

methyl 2-[(2S)-4-[2-(tert-butoxy)-2-oxoethyl]-1-[(2S)-3-(4-methoxyphenyl)-2-[[4-(2-oxo-2,3-dihydro-1,2,λ⁴,3,5-oxathiadiazol-3-yl)benzoyl]amino]propanoyl]-3-oxopiperazinyl]acetate