(3S,7aR)-7-bromo-6-(3-chlorophenoxy)-2,2-dimethyl-5-oxo-2,3,5,7a-tetrahydro-pyrrolo[2,1-b]thiazole-3-carboxylic acid

Base Information

• Chemical Name: (3S,7aR)-7-bromo-6-(3-chlorophenoxy)-2,2-dimethyl-5-oxo-2,3,5,7a-tetrahydro-pyrrolo[2,1-b]thiazole-3-carboxylic acid
• CAS No.: 1307816-02-9
• Molecular Formula: C₁₅H₁₃BrClNO₄S
• Molecular Weight: 418.696
• Mol file: 1307816-02-9.mol

Synonyms:(3S,7aR)-7-bromo-6-(3-chlorophenoxy)-2,2-dimethyl-5-oxo-2,3,5,7a-tetrahydro-pyrrolo[2,1-b]thiazole-3-carboxylic acid

Chemical Property of (3S,7aR)-7-bromo-6-(3-chlorophenoxy)-2,2-dimethyl-5-oxo-2,3,5,7a-tetrahydro-pyrrolo[2,1-b]thiazole-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,7aR)-7-bromo-6-(3-chlorophenoxy)-2,2-dimethyl-5-oxo-2,3,5,7a-tetrahydro-pyrrolo[2,1-b]thiazole-3-carboxylic acid

There total 2 articles about (3S,7aR)-7-bromo-6-(3-chlorophenoxy)-2,2-dimethyl-5-oxo-2,3,5,7a-tetrahydro-pyrrolo[2,1-b]thiazole-3-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%

3,3-dimethyl-D-cysteine (52-67-5) + 4-bromo-3-(3-chlorophenoxy)-5H-furan-2-one (1307815-98-0) → (3S,7aR)-7-bromo-6-(3-chlorophenoxy)-2,2-dimethyl-5-oxo-2,3,5,7a-tetrahydro-pyrrolo[2,1-b]thiazole-3-carboxylic acid (1307816-02-9)

Guidance literature:

With acetic acid; sodium chloride; In ethanol; water; at 20 ℃;

DOI:10.1002/jhet.550

Reference yield:

3-monochlorophenol (108-43-0) → (3S,7aR)-7-bromo-6-(3-chlorophenoxy)-2,2-dimethyl-5-oxo-2,3,5,7a-tetrahydro-pyrrolo[2,1-b]thiazole-3-carboxylic acid (1307816-02-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / water / 3 h / 20 °C

2: acetic acid; sodium chloride / ethanol; water / 20 °C

With acetic acid; sodium chloride; potassium hydroxide; In ethanol; water;

DOI:10.1002/jhet.550

Reference yield: 63.0%

(3S,7aR)-7-bromo-6-(3-chlorophenoxy)-2,2-dimethyl-5-oxo-2,3,5,7a-tetrahydro-pyrrolo[2,1-b]thiazole-3-carboxylic acid (1307816-02-9) + diazodiphenylmethane (908093-98-1) → (3S,7aR)-7-bromo-6-(3-chlorophenoxy)-2,2-dimethyl-5-oxo-2,3,5,7a-tetrahydro-pyrrolo[2,1-b]thiazole-3-carboxylic acid benzhydryl ester (1307816-05-2)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1002/jhet.550

upstream raw materials:

3,3-dimethyl-D-cysteine

4-bromo-3-(3-chlorophenoxy)-5H-furan-2-one

3-monochlorophenol

Downstream raw materials:

(3S,7aR)-6-(3-chlorophenoxy)-7-furan-3-yl-2,2-dimethyl-5-oxo-7-phenyl-2,3,5,7a-tetrahydro-pyrrolo[2,1-b]thiazole-3-carboxylic acid

(3S,7aR)-7-bromo-6-(3-chlorophenoxy)-2,2-dimethyl-5-oxo-2,3,5,7a-tetrahydro-pyrrolo[2,1-b]thiazole-3-carboxylic acid benzhydryl ester

(3S,7aR)-6-(3-chlorophenoxy)-7-furan-3-yl-2,2-dimethyl-5-oxo-7-phenyl-2,3,5,7a-tetrahydro-pyrrolo[2,1-b]thiazole-3-carboxylic acid benzhydryl ester