(1S,4R,4aS,5aR,6R,9S,9aS,10aR)-4,6,11,11,12,12-hexamethyl-10-phenyl-dodecahydro-1,4:6,9-dimethano-phenoxaphosphinine

Base Information

Chemical Name:(1S,4R,4aS,5aR,6R,9S,9aS,10aR)-4,6,11,11,12,12-hexamethyl-10-phenyl-dodecahydro-1,4:6,9-dimethano-phenoxaphosphinine
CAS No.:502904-14-5
Molecular Formula:C₂₆H₃₇OP
Molecular Weight:396.553
Hs Code.:

Synonyms:(1S,4R,4aS,5aR,6R,9S,9aS,10aR)-4,6,11,11,12,12-hexamethyl-10-phenyl-dodecahydro-1,4:6,9-dimethano-phenoxaphosphinine

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Chemical Property of (1S,4R,4aS,5aR,6R,9S,9aS,10aR)-4,6,11,11,12,12-hexamethyl-10-phenyl-dodecahydro-1,4:6,9-dimethano-phenoxaphosphinine

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Technology Process of (1S,4R,4aS,5aR,6R,9S,9aS,10aR)-4,6,11,11,12,12-hexamethyl-10-phenyl-dodecahydro-1,4:6,9-dimethano-phenoxaphosphinine

There total 4 articles about (1S,4R,4aS,5aR,6R,9S,9aS,10aR)-4,6,11,11,12,12-hexamethyl-10-phenyl-dodecahydro-1,4:6,9-dimethano-phenoxaphosphinine 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%

: (1S,4R,4aS,5aR,6R,9S,9aS,10aR)-4,6,11,11,12,12-hexamethyl-10-phenyl-dodecahydro-1,4:6,9-dimethano-phenoxaphosphinine oxide

: 502904-14-5
(1S,4R,4aS,5aR,6R,9S,9aS,10aR)-4,6,11,11,12,12-hexamethyl-10-phenyl-dodecahydro-1,4:6,9-dimethano-phenoxaphosphinine

Guidance literature:: With trichlorosilane; In toluene; for 18h; Heating;
DOI:10.1039/b307070k

Reference yield:

: 644-97-3
Dichlorophenylphosphine

: 502904-14-5
(1S,4R,4aS,5aR,6R,9S,9aS,10aR)-4,6,11,11,12,12-hexamethyl-10-phenyl-dodecahydro-1,4:6,9-dimethano-phenoxaphosphinine

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C

1.2: tetrahydrofuran; hexane / -78 - 20 °C

1.3: 87 percent / aq. H₂O₂ / methanol / cooling

2.1: 93 percent / NaBH₄ / ethanol; H₂O / 50 °C

3.1: 52 percent / p-TsCl / toluene / 24 h / Heating

4.1: 95 percent / HSiCl₃ / toluene / 18 h / Heating

With sodium tetrahydroborate; n-butyllithium; trichlorosilane; p-toluenesulfonyl chloride; In tetrahydrofuran; ethanol; hexane; water; toluene;
DOI:10.1039/b307070k

Reference yield:

: 672939-06-9
(1R,1'R,3S,3'S)-3,3'-(phenylphosphoryl)bis(1,7,7-trimethylbicyclo[2.2.1]heptan-2-one)

: 502904-14-5
(1S,4R,4aS,5aR,6R,9S,9aS,10aR)-4,6,11,11,12,12-hexamethyl-10-phenyl-dodecahydro-1,4:6,9-dimethano-phenoxaphosphinine

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / NaBH₄ / ethanol; H₂O / 50 °C

2: 52 percent / p-TsCl / toluene / 24 h / Heating

3: 95 percent / HSiCl₃ / toluene / 18 h / Heating

With sodium tetrahydroborate; trichlorosilane; p-toluenesulfonyl chloride; In ethanol; water; toluene;
DOI:10.1039/b307070k