[(1R)-6-bromo-9-(4-chlorobenzyl)-8-((R)-methylsulfinyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetic acid

Base Information

• Chemical Name: [(1R)-6-bromo-9-(4-chlorobenzyl)-8-((R)-methylsulfinyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetic acid
• CAS No.: 757241-47-7
• Molecular Formula: C₂₂H₂₁BrClNO₃S
• Molecular Weight: 494.837

Synonyms:[(1R)-6-bromo-9-(4-chlorobenzyl)-8-((R)-methylsulfinyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetic acid

Chemical Property of [(1R)-6-bromo-9-(4-chlorobenzyl)-8-((R)-methylsulfinyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetic acid

Chemical Property:

Purity/Quality:

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Technology Process of [(1R)-6-bromo-9-(4-chlorobenzyl)-8-((R)-methylsulfinyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetic acid

There total 3 articles about [(1R)-6-bromo-9-(4-chlorobenzyl)-8-((R)-methylsulfinyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetic 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:

(1R)-6-bromo-9-(4-chlorobenzyl)-1-{2-[(3aR)-8,8-dimethyl-2,2-dioxidotetrahydro-3a,6-methano-2,1-benzisothiazol-1(4H)-yl]-2-oxoethyl}-8-(methylsulfinyl)-2,3,4,9-tetrahydro-1H-carbazole → [(1R)-6-bromo-9-(4-chlorobenzyl)-8-((S)-methylsulfinyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetic acid (757241-49-9) + [(1R)-6-bromo-9-(4-chlorobenzyl)-8-((R)-methylsulfinyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetic acid (757241-47-7)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 25 ℃;

DOI:10.1002/jlcr.803

Reference yield:

2-[(R)-9-(4-Chloro-benzyl)-8-methylsulfanyl-2,3,4,9-tetrahydro-1H-carbazol-1-yl]-1-((1R,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-ethanone → [(1R)-6-bromo-9-(4-chlorobenzyl)-8-((R)-methylsulfinyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetic acid (757241-47-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridinium tribromide; pyridine / 0.5 h / 0 - 20 °C

1.2: 99 percent / zinc; acetic acid / 0 - 20 °C

2.1: 80 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 0.5 h / 0 °C

3.1: lithium hydroxide / tetrahydrofuran; H₂O / 25 °C

With pyridine; lithium hydroxide; pyridinium hydrobromide perbromide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1002/jlcr.803

Reference yield:

(1R)-6-bromo-9-(4-chlorobenzyl)-1-{2-[(3aR)-8,8-dimethyl-2,2-dioxidotetrahydro-3a,6-methano-2,1-benzisothiazol-1(4H)-yl]-2-oxoethyl}-8-(methylthio)-2,3,4,9-tetrahydro-1H-carbazole → [(1R)-6-bromo-9-(4-chlorobenzyl)-8-((R)-methylsulfinyl)-2,3,4,9-tetrahydro-1H-carbazol-1-yl]acetic acid (757241-47-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / 3-chloroperoxybenzoic acid / CH₂Cl₂ / 0.5 h / 0 °C

2: lithium hydroxide / tetrahydrofuran; H₂O / 25 °C

With lithium hydroxide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1002/jlcr.803

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