(4S,5S)-2-bromo-5-methyl-4-phenyl-5,6-dihydro-4H-cyclopenta[b]thiophene-5-carboxylic acid

Base Information

Chemical Name:(4S,5S)-2-bromo-5-methyl-4-phenyl-5,6-dihydro-4H-cyclopenta[b]thiophene-5-carboxylic acid
CAS No.:1202634-62-5
Molecular Formula:C₁₅H₁₃BrO₂S
Molecular Weight:337.237
Hs Code.:

Synonyms:(4S,5S)-2-bromo-5-methyl-4-phenyl-5,6-dihydro-4H-cyclopenta[b]thiophene-5-carboxylic acid

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Chemical Property of (4S,5S)-2-bromo-5-methyl-4-phenyl-5,6-dihydro-4H-cyclopenta[b]thiophene-5-carboxylic acid

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Technology Process of (4S,5S)-2-bromo-5-methyl-4-phenyl-5,6-dihydro-4H-cyclopenta[b]thiophene-5-carboxylic acid

There total 10 articles about (4S,5S)-2-bromo-5-methyl-4-phenyl-5,6-dihydro-4H-cyclopenta[b]thiophene-5-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:

: (cis)-2-bromo-5-methyl-4-phenyl-5,6-dihydro-4H-cyclopenta[b]thiophene-5-carboxylic acid

: 1202634-63-6
(4R,5R)-2-bromo-5-methyl-4-phenyl-5,6-dihydro-4H-cyclopenta[b]thiophene-5-carboxylic acid

: 1202634-62-5
(4S,5S)-2-bromo-5-methyl-4-phenyl-5,6-dihydro-4H-cyclopenta[b]thiophene-5-carboxylic acid

Guidance literature:: With Chiralcel OJ-H; In methanol; carbon dioxide; Resolution of racemate;

Reference yield:

: 88-15-3,97511-16-5
2-Acetylthiophene

: 1202634-63-6
(4R,5R)-2-bromo-5-methyl-4-phenyl-5,6-dihydro-4H-cyclopenta[b]thiophene-5-carboxylic acid

: 1202634-62-5
(4S,5S)-2-bromo-5-methyl-4-phenyl-5,6-dihydro-4H-cyclopenta[b]thiophene-5-carboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium hydride / 0 - 71 °C

1.2: Cooling with ice

2.1: piperidine; acetic acid / benzene / 5 h / 85 °C

3.1: aluminum (III) chloride / Nitroethane / 3 h / 75 °C

4.1: potassium carbonate / dimethyl sulfoxide / 5 h / 20 °C

5.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 24 h / 20 °C

6.1: water; potassium hydroxide / methanol; dimethyl sulfoxide / 74 °C

7.1: bromine; sodium acetate; acetic acid / 20 °C

8.1: Chiralcel OJ-H / methanol; carbon dioxide / Resolution of racemate

With piperidine; triethylsilane; aluminum (III) chloride; boron trifluoride diethyl etherate; water; bromine; sodium acetate; sodium hydride; potassium carbonate; acetic acid; potassium hydroxide; In methanol; Nitroethane; dichloromethane; carbon dioxide; dimethyl sulfoxide; benzene;

Reference yield:

: 13669-10-8
ethyl 2-thenoylacetate

: 1202634-63-6
(4R,5R)-2-bromo-5-methyl-4-phenyl-5,6-dihydro-4H-cyclopenta[b]thiophene-5-carboxylic acid

: 1202634-62-5
(4S,5S)-2-bromo-5-methyl-4-phenyl-5,6-dihydro-4H-cyclopenta[b]thiophene-5-carboxylic acid

Guidance literature:: Multi-step reaction with 7 steps

1: piperidine; acetic acid / benzene / 5 h / 85 °C

2: aluminum (III) chloride / Nitroethane / 3 h / 75 °C

3: potassium carbonate / dimethyl sulfoxide / 5 h / 20 °C

4: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 24 h / 20 °C

5: water; potassium hydroxide / methanol; dimethyl sulfoxide / 74 °C

6: bromine; sodium acetate; acetic acid / 20 °C

7: Chiralcel OJ-H / methanol; carbon dioxide / Resolution of racemate

With piperidine; triethylsilane; aluminum (III) chloride; boron trifluoride diethyl etherate; water; bromine; sodium acetate; potassium carbonate; acetic acid; potassium hydroxide; In methanol; Nitroethane; dichloromethane; carbon dioxide; dimethyl sulfoxide; benzene;