(3aS,4S,5aR,6S,8aR,8bR)-2,2,6-Trimethyl-8a-phenylselanyl-4-((E)-propenyl)-hexahydro-1,3,5,7-tetraoxa-as-indacen-8-one

Base Information

Chemical Name:(3aS,4S,5aR,6S,8aR,8bR)-2,2,6-Trimethyl-8a-phenylselanyl-4-((E)-propenyl)-hexahydro-1,3,5,7-tetraoxa-as-indacen-8-one
CAS No.:683239-81-8
Molecular Formula:C₂₀H₂₄O₅Se
Molecular Weight:423.368
Hs Code.:

Synonyms:(3aS,4S,5aR,6S,8aR,8bR)-2,2,6-Trimethyl-8a-phenylselanyl-4-((E)-propenyl)-hexahydro-1,3,5,7-tetraoxa-as-indacen-8-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3aS,4S,5aR,6S,8aR,8bR)-2,2,6-Trimethyl-8a-phenylselanyl-4-((E)-propenyl)-hexahydro-1,3,5,7-tetraoxa-as-indacen-8-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (3aS,4S,5aR,6S,8aR,8bR)-2,2,6-Trimethyl-8a-phenylselanyl-4-((E)-propenyl)-hexahydro-1,3,5,7-tetraoxa-as-indacen-8-one

There total 6 articles about (3aS,4S,5aR,6S,8aR,8bR)-2,2,6-Trimethyl-8a-phenylselanyl-4-((E)-propenyl)-hexahydro-1,3,5,7-tetraoxa-as-indacen-8-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: 95.0%

: 683239-80-7
(3aS,4S,5aS,6S,8aR,8bS)-2,2,6-Trimethyl-4-((E)-propenyl)-hexahydro-1,3,5,7-tetraoxa-as-indacen-8-one

: 5707-04-0
Phenylselenyl chloride

: 683239-81-8
(3aS,4S,5aR,6S,8aR,8bR)-2,2,6-Trimethyl-8a-phenylselanyl-4-((E)-propenyl)-hexahydro-1,3,5,7-tetraoxa-as-indacen-8-one

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -78 - 25 ℃; for 3h;
DOI:10.1021/jo0358628

Reference yield:

: 683239-65-8
2,5-dideoxy-2-[(1R,2E,4E)-1-hydroxy-2,4-hexadienyl]-L-xylonic acid γ-lactone

: 683239-81-8
(3aS,4S,5aR,6S,8aR,8bR)-2,2,6-Trimethyl-8a-phenylselanyl-4-((E)-propenyl)-hexahydro-1,3,5,7-tetraoxa-as-indacen-8-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 91 percent / bis(sym-collidine)silver(I) hexafluorophosphate; iodine / CH₂Cl₂ / 2.5 h / 25 °C

2.1: AIBN; Bu₃SnH; O₂ / toluene / 12 h / 65 °C

2.2: D-(+)-camphor-10-sulfonic acid / dimethylformamide / 1.5 h / 25 °C

3.1: 95 percent / potassium bis(trimethylsilyl)amide; HMPA / toluene; tetrahydrofuran / 3 h / -78 - 25 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; 2,2'-azobis(isobutyronitrile); bis(2,4,6-trimethylpyridine)silver(I) hexafluorophosphate; iodine; oxygen; tri-n-butyl-tin hydride; potassium hexamethylsilazane; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo0358628

Reference yield:

: 683239-67-0
(2S,3R,4S,4aS,7S,7aS)-hexahydro-4-hydroxy-3-iodo-7-methyl-2-(1E)-1-propenyl-5H-furo[3,4-b]pyran-5-one

: 683239-81-8
(3aS,4S,5aR,6S,8aR,8bR)-2,2,6-Trimethyl-8a-phenylselanyl-4-((E)-propenyl)-hexahydro-1,3,5,7-tetraoxa-as-indacen-8-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: AIBN; Bu₃SnH; O₂ / toluene / 12 h / 65 °C

1.2: D-(+)-camphor-10-sulfonic acid / dimethylformamide / 1.5 h / 25 °C

2.1: 95 percent / potassium bis(trimethylsilyl)amide; HMPA / toluene; tetrahydrofuran / 3 h / -78 - 25 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; 2,2'-azobis(isobutyronitrile); oxygen; tri-n-butyl-tin hydride; potassium hexamethylsilazane; In tetrahydrofuran; toluene;
DOI:10.1021/jo0358628