(1R,8S,9S)-9-Phenylselanyl-tricyclo[6.2.2.0^1,8]dodec-11-ene-9-carboxylic acid methyl ester

Base Information

• Chemical Name: (1R,8S,9S)-9-Phenylselanyl-tricyclo[6.2.2.0^1,8]dodec-11-ene-9-carboxylic acid methyl ester
• CAS No.: 84538-13-6
• Molecular Formula: C₂₀H₂₄O₂Se
• Molecular Weight: 375.369

Synonyms:(1R,8S,9S)-9-Phenylselanyl-tricyclo[6.2.2.0^1,8]dodec-11-ene-9-carboxylic acid methyl ester

Chemical Property of (1R,8S,9S)-9-Phenylselanyl-tricyclo[6.2.2.0^1,8]dodec-11-ene-9-carboxylic acid methyl ester

Chemical Property:

Purity/Quality:

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Technology Process of (1R,8S,9S)-9-Phenylselanyl-tricyclo[6.2.2.0^1,8]dodec-11-ene-9-carboxylic acid methyl ester

There total 6 articles about (1R,8S,9S)-9-Phenylselanyl-tricyclo[6.2.2.0^1,8]dodec-11-ene-9-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:

diphenyl diselenide (1666-13-3) + (1R,8R,9R)-Tricyclo[6.2.2.01,8]dodec-11-ene-9-carboxylic acid methyl ester (84538-12-5) → (1R,8S,9S)-9-Phenylselanyl-tricyclo[6.2.2.01,8]dodec-11-ene-9-carboxylic acid methyl ester (84538-13-6) + (1S,8R,9S)-9-Phenylselanyl-tricyclo[6.2.2.01,8]dodec-11-ene-9-carboxylic acid methyl ester (84620-31-5)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -70 ℃; Yield given. Yields of byproduct given;

DOI:10.1021/ja00343a054

Reference yield:

diphenyl diselenide (1666-13-3) + (1R,8R,9S)-Tricyclo[6.2.2.01,8]dodec-11-ene-9-carboxylic acid methyl ester (84620-30-4) → (1R,8S,9S)-9-Phenylselanyl-tricyclo[6.2.2.01,8]dodec-11-ene-9-carboxylic acid methyl ester (84538-13-6) + (1S,8R,9S)-9-Phenylselanyl-tricyclo[6.2.2.01,8]dodec-11-ene-9-carboxylic acid methyl ester (84620-31-5)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -70 ℃; Yield given. Yields of byproduct given;

DOI:10.1021/ja00343a054

Reference yield:

10,11-Dichloro-octahydro-3a,9a-ethano-cyclopentacycloocten-1-one → (1R,8S,9S)-9-Phenylselanyl-tricyclo[6.2.2.01,8]dodec-11-ene-9-carboxylic acid methyl ester (84538-13-6)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂SO₄ / benzene

2: 1.) Na, NH₃, 2.) aq. HCl / 1.) Et₂O

4: LDA / tetrahydrofuran / -70 °C

With hydrogenchloride; sulfuric acid; ammonia; sodium; lithium diisopropyl amide; In tetrahydrofuran; benzene;

DOI:10.1021/ja00343a054

upstream raw materials:

diphenyl diselenide

(1R,8R,9R)-Tricyclo[6.2.2.0^1,8]dodec-11-ene-9-carboxylic acid methyl ester

(1R,8R,9S)-Tricyclo[6.2.2.0^1,8]dodec-11-ene-9-carboxylic acid methyl ester

bicyclo[6.3.0]-1⁽⁸⁾-undecen-9-one

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