[(1S,2S,3S,5R)-3-(diphenylphosphinoyl)-6,6-dimethylbicyclo[3.1.1]hept-2-yl]methanol

Base Information

Chemical Name:[(1S,2S,3S,5R)-3-(diphenylphosphinoyl)-6,6-dimethylbicyclo[3.1.1]hept-2-yl]methanol
CAS No.:768402-58-0
Molecular Formula:C₂₂H₂₇O₂P
Molecular Weight:354.429
Hs Code.:

Synonyms:[(1S,2S,3S,5R)-3-(diphenylphosphinoyl)-6,6-dimethylbicyclo[3.1.1]hept-2-yl]methanol

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Chemical Property of [(1S,2S,3S,5R)-3-(diphenylphosphinoyl)-6,6-dimethylbicyclo[3.1.1]hept-2-yl]methanol

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Technology Process of [(1S,2S,3S,5R)-3-(diphenylphosphinoyl)-6,6-dimethylbicyclo[3.1.1]hept-2-yl]methanol

There total 4 articles about [(1S,2S,3S,5R)-3-(diphenylphosphinoyl)-6,6-dimethylbicyclo[3.1.1]hept-2-yl]methanol 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: 67.0%

: 937-14-4
3-chloro-benzenecarboperoxoic acid

: 768402-57-9
[(1R,3S,5R)-6,6-dimethyl-2-methylenebicyclo[3.1.1]hept-3-yl]diphenylphosphine oxide

: 768402-58-0
[(1S,2S,3S,5R)-3-(diphenylphosphinoyl)-6,6-dimethylbicyclo[3.1.1]hept-2-yl]methanol

Guidance literature:: [(1R,3S,5R)-6,6-dimethyl-2-methylenebicyclo[3.1.1]hept-3-yl]diphenylphosphine oxide; With 9-bora-bicyclo[3.3.1]nonane; In tetrahydrofuran; at 70 ℃; for 12h;

3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; at 15 - 20 ℃; for 1h; Cooling with acetone-dry ice;

Reference yield: 67.0%

: 768402-57-9
[(1R,3S,5R)-6,6-dimethyl-2-methylenebicyclo[3.1.1]hept-3-yl]diphenylphosphine oxide

: 768402-58-0
[(1S,2S,3S,5R)-3-(diphenylphosphinoyl)-6,6-dimethylbicyclo[3.1.1]hept-2-yl]methanol

Guidance literature:: [(1R,3S,5R)-6,6-dimethyl-2-methylenebicyclo[3.1.1]hept-3-yl]diphenylphosphine oxide; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 70 ℃; for 12h;

With 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; at 15 - 20 ℃;
DOI:10.1016/j.tetasy.2004.05.045

Reference yield:

: 19894-97-4
(1R)-Myrtenol

: 768402-58-0
[(1S,2S,3S,5R)-3-(diphenylphosphinoyl)-6,6-dimethylbicyclo[3.1.1]hept-2-yl]methanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / 4-(dimethylamino)pyridine / toluene / 48 h / 100 °C

2.1: 9-BBN / tetrahydrofuran / 12 h / 70 °C

2.2: 67 percent / meta-chloroperbenzoic acid / CH₂Cl₂; tetrahydrofuran / 15 - 20 °C

With dmap; 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; toluene;
DOI:10.1016/j.tetasy.2004.05.045