Benzoic acid (1S,7aS)-7a-methyl-5-oxo-6-phenylselanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl ester

Base Information

• Chemical Name: Benzoic acid (1S,7aS)-7a-methyl-5-oxo-6-phenylselanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl ester
• CAS No.: 135878-27-2
• Molecular Formula: C₂₃H₂₂O₃Se
• Molecular Weight: 425.386

Synonyms:Benzoic acid (1S,7aS)-7a-methyl-5-oxo-6-phenylselanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl ester

Chemical Property of Benzoic acid (1S,7aS)-7a-methyl-5-oxo-6-phenylselanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl ester

Chemical Property:

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Technology Process of Benzoic acid (1S,7aS)-7a-methyl-5-oxo-6-phenylselanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl ester

There total 1 articles about Benzoic acid (1S,7aS)-7a-methyl-5-oxo-6-phenylselanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl 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:

1β-benzoyloxy-7aβ-methyl-5,6,7,7a-tetrahydroindan-5-one (41878-37-9) + Phenylselenyl bromide (34837-55-3) → Benzoic acid (1S,7aS)-7a-methyl-5-oxo-6-phenylselanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl ester (135878-27-2)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction; 1.) THF, -78 deg C, 15 min, 2.) THF, -78 deg C, 2 h;

DOI:10.1021/jo00022a018

Reference yield: 70.0%

Benzoic acid (1S,7aS)-7a-methyl-5-oxo-6-phenylselanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl ester (135878-27-2) → (1(S),7a(S))-1-(benzoyloxy)-7a-methyl-5(7aH)-indanone (135878-12-5)

Guidance literature:

With dihydrogen peroxide; In water; ethyl acetate; at 20 ℃; for 3h;

DOI:10.1021/jo00022a018

Reference yield:

Benzoic acid (1S,7aS)-7a-methyl-5-oxo-6-phenylselanyl-2,3,5,6,7,7a-hexahydro-1H-inden-1-yl ester (135878-27-2) → Benzoic acid (S)-4-methyl-2-oxo-3,5,6,7-tetrahydro-2H-inden-5-yl ester (135878-10-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / 30percent H₂O₂ / H₂O; ethyl acetate / 3 h / 20 °C

2: 6 percent / Ac₂O, HOAc / diethyl ether / 1 h / Irradiation

With dihydrogen peroxide; acetic anhydride; acetic acid; In diethyl ether; water; ethyl acetate;

DOI:10.1021/jo00022a018

upstream raw materials:

1β-benzoyloxy-7aβ-methyl-5,6,7,7a-tetrahydroindan-5-one

Phenylselenyl bromide

Downstream raw materials:

(1(S),7a(S))-1-(benzoyloxy)-7a-methyl-5(7aH)-indanone

Benzoic acid (S)-4-methyl-2-oxo-3,5,6,7-tetrahydro-2H-inden-5-yl ester

Benzoic acid (3aR,4S,5S)-4-hydroxy-4-methyl-2-oxo-3,3a,4,5,6,7-hexahydro-2H-inden-5-yl ester

Benzoic acid (3aR,4S,5S)-4-acetoxy-4-methyl-2-oxo-3,3a,4,5,6,7-hexahydro-2H-inden-5-yl ester

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