10-Benzenesulfonyl-9-oxo-5,6,7,8,9,10-hexahydro-4bH-phenanthrene-8a-carboxylic acid methyl ester

Base Information

• Chemical Name: 10-Benzenesulfonyl-9-oxo-5,6,7,8,9,10-hexahydro-4bH-phenanthrene-8a-carboxylic acid methyl ester
• CAS No.: 88116-27-2
• Molecular Formula: C₂₂H₂₂O₅S
• Molecular Weight: 398.48

Synonyms:10-Benzenesulfonyl-9-oxo-5,6,7,8,9,10-hexahydro-4bH-phenanthrene-8a-carboxylic acid methyl ester

Chemical Property of 10-Benzenesulfonyl-9-oxo-5,6,7,8,9,10-hexahydro-4bH-phenanthrene-8a-carboxylic acid methyl ester

Chemical Property:

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Technology Process of 10-Benzenesulfonyl-9-oxo-5,6,7,8,9,10-hexahydro-4bH-phenanthrene-8a-carboxylic acid methyl ester

There total 4 articles about 10-Benzenesulfonyl-9-oxo-5,6,7,8,9,10-hexahydro-4bH-phenanthrene-8a-carboxylic acid methyl ester 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: 71.0%

2-[5-(2-Benzenesulfonylmethyl-phenyl)-5-bromo-pentyl]-malonic acid dimethyl ester (88116-26-1) → 10-Benzenesulfonyl-9-oxo-5,6,7,8,9,10-hexahydro-4bH-phenanthrene-8a-carboxylic acid methyl ester (88116-27-2)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 0.333333h; Ambient temperature;

DOI:10.1016/S0040-4039(00)86032-3

Reference yield:

2-[5-(2-Benzenesulfonylmethyl-phenyl)-pentyl]-malonic acid dimethyl ester (88116-25-0) → 10-Benzenesulfonyl-9-oxo-5,6,7,8,9,10-hexahydro-4bH-phenanthrene-8a-carboxylic acid methyl ester (88116-27-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / NBS, azobisisobutyronitrile / CCl₄ / Heating

2: 71 percent / t-BuOK / tetrahydrofuran / 0.33 h / Ambient temperature

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); potassium tert-butylate; In tetrahydrofuran; tetrachloromethane;

DOI:10.1016/S0040-4039(00)86032-3

Reference yield:

1-Benzenesulfonylmethyl-2-pent-4-enyl-benzene (88116-24-9) → 10-Benzenesulfonyl-9-oxo-5,6,7,8,9,10-hexahydro-4bH-phenanthrene-8a-carboxylic acid methyl ester (88116-27-2)

Guidance literature:

Multi-step reaction with 3 steps

2: 91 percent / NBS, azobisisobutyronitrile / CCl₄ / Heating

3: 71 percent / t-BuOK / tetrahydrofuran / 0.33 h / Ambient temperature

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); potassium tert-butylate; In tetrahydrofuran; tetrachloromethane;

DOI:10.1016/S0040-4039(00)86032-3

upstream raw materials:

2-[5-(2-Benzenesulfonylmethyl-phenyl)-5-bromo-pentyl]-malonic acid dimethyl ester

2-[5-(2-Benzenesulfonylmethyl-phenyl)-pentyl]-malonic acid dimethyl ester

1-Benzenesulfonylmethyl-2-pent-4-enyl-benzene

1-bromomethyl-2-[(phenylsulfonyl)methyl]benzene

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