(3aR,8aS)-8-Benzenesulfonyl-3,3-dichloro-3a-methyl-8a-methylsulfanyl-3,3a,8,8a-tetrahydro-furo[2,3-b]indol-2-one

Base Information

• Chemical Name: (3aR,8aS)-8-Benzenesulfonyl-3,3-dichloro-3a-methyl-8a-methylsulfanyl-3,3a,8,8a-tetrahydro-furo[2,3-b]indol-2-one
• CAS No.: 119907-75-4
• Molecular Formula: C₁₈H₁₅Cl₂NO₄S₂
• Molecular Weight: 444.359

Synonyms:(3aR,8aS)-8-Benzenesulfonyl-3,3-dichloro-3a-methyl-8a-methylsulfanyl-3,3a,8,8a-tetrahydro-furo[2,3-b]indol-2-one

Chemical Property of (3aR,8aS)-8-Benzenesulfonyl-3,3-dichloro-3a-methyl-8a-methylsulfanyl-3,3a,8,8a-tetrahydro-furo[2,3-b]indol-2-one

Chemical Property:

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Technology Process of (3aR,8aS)-8-Benzenesulfonyl-3,3-dichloro-3a-methyl-8a-methylsulfanyl-3,3a,8,8a-tetrahydro-furo[2,3-b]indol-2-one

There total 2 articles about (3aR,8aS)-8-Benzenesulfonyl-3,3-dichloro-3a-methyl-8a-methylsulfanyl-3,3a,8,8a-tetrahydro-furo[2,3-b]indol-2-one 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: 65.0%

1-Benzenesulfonyl-2-methanesulfinyl-3-methyl-1H-indole (119907-79-8) + trifluoroacetyl chloride (76-02-8) → (3aR,8aS)-8-Benzenesulfonyl-3,3-dichloro-3a-methyl-8a-methylsulfanyl-3,3a,8,8a-tetrahydro-furo[2,3-b]indol-2-one (119907-75-4)

Guidance literature:

With zinc copper; In tetrahydrofuran; at 0 ℃;

DOI:10.1021/jo00269a004

Reference yield:

N-(phenylsulphonyl)-3-methylindole (58550-84-8) → (3aR,8aS)-8-Benzenesulfonyl-3,3-dichloro-3a-methyl-8a-methylsulfanyl-3,3a,8,8a-tetrahydro-furo[2,3-b]indol-2-one (119907-75-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, -23 deg C

2: 65 percent / Zn(Cu) / tetrahydrofuran / 0 °C

With n-butyllithium; zinc copper; In tetrahydrofuran;

DOI:10.1021/jo00269a004

Reference yield: 70.0%

(3aR,8aS)-8-Benzenesulfonyl-3,3-dichloro-3a-methyl-8a-methylsulfanyl-3,3a,8,8a-tetrahydro-furo[2,3-b]indol-2-one (119907-75-4) → (3aR,8aS)-8-Benzenesulfonyl-3a-methyl-8a-methylsulfanyl-3,3a,8,8a-tetrahydro-furo[2,3-b]indol-2-one (119907-80-1)

Guidance literature:

With methanol; aluminum amalgam; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/jo00269a004

upstream raw materials:

1-Benzenesulfonyl-2-methanesulfinyl-3-methyl-1H-indole

trifluoroacetyl chloride

N-(phenylsulphonyl)-3-methylindole

Downstream raw materials:

(3aR,8aS)-8-Benzenesulfonyl-3a-methyl-8a-methylsulfanyl-3,3a,8,8a-tetrahydro-furo[2,3-b]indol-2-one

(3aR,8aR)-8-Benzenesulfonyl-3a-methyl-3,3a,8,8a-tetrahydro-furo[2,3-b]indol-2-one

(3aR,8aS)-8-Benzenesulfonyl-1,3a-dimethyl-3,3a,8,8a-tetrahydro-1H-pyrrolo[2,3-b]indol-2-one

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