PHOSPHINE OXIDE, [2-[3,5-BIS [[(1,1-DIMETHYLETHYL) DIMETHYLSILY]OXY]-2-METHYLENECYCLOHEXYLIDENE]ETHYL]DIPHENYL-,[3S-(1Z,3A,5B0)] CAS#: 81522-68-1; ChemWhat Code: 1184239
Identification
| Product Name | PHOSPHINE OXIDE, [2-[3,5-BIS [[(1,1-DIMETHYLETHYL) DIMETHYLSILY]OXY]-2-METHYLENECYCLOHEXYLIDENE]ETHYL]DIPHENYL-,[3S-(1Z,3A,5B0)] |
| IUPAC Name | tert-butyl-[(1R,3S,5Z)-3-[tert-butyl(dimethyl)silyl]oxy-5-(2-diphenylphosphorylethylidene)-4-methylidenecyclohexyl]oxy-dimethylsilane |
| Molecular Structure | ![Structure of PHOSPHINEOXIDE,[2-[3,5-BIS[[(1,1-DIMETHYLETHYL)DIMETHYLSILY]OXY]-2-METHYLENECYCLOHEXYLIDENE]ETHYL]DIPHENYL-,[3S-(1Z,3A,5B0)] CAS 81522-68-1](https://www.chemwhat.com/wp-content/uploads/2018/08/Structure-of-PHOSPHINEOXIDE2-35-BIS11-DIMETHYLETHYLDIMETHYLSILYOXY-2-METHYLENECYCLOHEXYLIDENEETHYLDIPHENYL-3S-1Z3A5B0-CAS-81522-68-1.png) |
| CAS Registry Number | 81522-68-1 |
| EINECS Number | No data available |
| MDL Number | MFCD08703326 |
| Beilstein Registry Number | No data available |
| Synonyms | [(2Z)-2-[(3S,5R)-3,5-bis(tert-butyldimethylsilanyloxy)-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide[3S-(1Z,3α,5β)]-[2-[3,5-bis[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide[3S-(1Z,3β,5α)]-[2-[3,5-bis[(1,1-dimethylethyl)dimethylsilyloxy]-2-methylenecyclohexylidene]ethyl]diphenylphosphine(2Z)-2-[(3S,5R)-3,5-bis{[(tert-butyl)(dimethyl)silyl]oxy}-2-methylenecyclohexyliden]ethyl(diphenyl)phosphine oxide(1S,5R)-1,5-bis((tert-butyldimethyl)silanyloxy)-3-[2-(diphenylphosphinoyl)eth-(Z)-ylidene]-2-methylenecyclohexane(Z,3S,5R)-2-[[3,5-di(tert-butyldimethylsilyl)oxy-2-methylenecyclohexylidene]ethyl]diphenylphosphine oxide3S-(3α,5β,Z)-2-methylene-3,5-bis(1,1-dimethylethyl-dimethyl-silyl-oxy)-cyclohexylidene-ethyl-diphenyl phosphine oxide |
| Molecular Formula | C33H51O3PSi2 |
| Molecular Weight | 582.90 |
| InChI | InChI=1S/C33H51O3PSi2/c1-26-27(22-23-37(34,29-18-14-12-15-19-29)30-20-16-13-17-21-30)24-28(35-38(8,9)32(2,3)4)25-31(26)36-39(10,11)33(5,6)7/h12-22,28,31H,1,23-25H2,2-11H3/b27-22-/t28-,31+/m1/s1 |
| InChI Key | MDDUHVRJJAFRAU-YZNNVMRBSA-N |
| Canonical SMILES | O=P(c1ccccc1)(c2ccccc2)C/C=C3\C(=C)[C@@H](O[Si](C(C)(C)C)(C)C)C[C@H](O[Si](C)(C(C)(C)C)C)C3 |
| Patent Information | ||
| Patent ID | Title | Publication Date |
| US2008/300427 | PROCESS FOR PRODUCING PHOSPHINE OXIDE VITAMIN D PRECURSORS | 2008 |
| WO2003/106411 | 24-SULFOXIMINE VITAMIN D3 COMPOUNDS | 2003 |
Physical Data
| Appearance | Colorless to light yellow oily liquid |
| Solubility | No data available |
| Flash Point | No data available |
| Refractive index | No data available |
| Sensitivity | No data available |
| Melting Point, °C | Solvent (Melting Point) |
| 36 – 37 | |
| 54 – 55 |
Spectra
| Description (NMR Spectroscopy) | Nucleus (NMR Spectroscopy) | Solvents (NMR Spectroscopy) | Frequency (NMR Spectroscopy), MHz |
| Chemical shifts, Spectrum | 1H | CDCl3 | 300 |
| Chemical shifts, Spectrum | 13C | CDCl3 | 75 |
| Spectrum | 1H | CDCl3 | 300.064 |
| Description (IR Spectroscopy) | Solvent (IR Spectroscopy) | Comment (IR Spectroscopy) |
| Bands | neat (no solvent) | |
| Bands | KBr | |
| Bands | CHCl3 | 1475 – 830 cm**(-1) |
| Description (UV/VIS Spectroscopy) | Solvent (UV/VIS Spectroscopy) | Absorption Maxima (UV/VIS), nm | Ext./Abs. Coefficient, l·mol-1cm-1 |
| Absorption maxima | ethanol | 220, 258, 265, 272 | 14220, 970, 945, 708 |
Route of Synthesis (ROS)
![Route of Synthesis (ROS) of PHOSPHINE OXIDE, [2-[3,5-BIS [[(1,1-DIMETHYLETHYL) DIMETHYLSILY]OXY]-2-METHYLENECYCLOHEXYLIDENE]ETHYL]DIPHENYL-,[3S-(1Z,3A,5B0)] CAS# 81522-68-1](https://www.chemwhat.com/wp-content/uploads/2018/08/Route-of-Synthesis-ROS-of-PHOSPHINE-OXIDE-2-35-BIS-11-DIMETHYLETHYL-DIMETHYLSILYOXY-2-METHYLENECYCLOHEXYLIDENEETHYLDIPHENYL-3S-1Z3A5B0-CAS-81522-68-1.png)
| Conditions | Yield |
| Stage #1: Diphenylphosphine oxide With potassium hydroxide; tetrabutylammomium bromide In tert-butyl methyl ether; water at 20℃; for 0.25h; Stage #2: <3S-(1Z,3α,5β)>-2-<3,5-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methylenecyclohexylidene>-1-chloroethane In tert-butyl methyl ether; water at 20℃; for 2.08333 – 2.16667h; | 50% |
| Stage #1: Diphenylphosphine oxide With sodium hydride In N,N-dimethyl-formamide at 10 – 20℃; Stage #2: <3S-(1Z,3α,5β)>-2-<3,5-bis<<(1,1-dimethylethyl)dimethylsilyl>oxy>-2-methylenecyclohexylidene>-1-chloroethane In N,N-dimethyl-formamide at -60 – 20℃; | |
| With sodium hydride In N,N-dimethyl-formamide at -45 – 0℃; | 22.3g |
Safety and Hazards
| GHS Hazard Statements | Not Classified |
| For more detailed information, please visit ECHA C&L website |
Other Data
| Transportation | Under the room temperature and away from light |
| HS Code | No data available |
| Storage | Under the room temperature and away from light |
| Shelf Life | No data available |
| Market Price | USD |
| Use Pattern |
| PHOSPHINE OXIDE, [2-[3,5-BIS [[(1,1-DIMETHYLETHYL) DIMETHYLSILY]OXY]-2-METHYLENECYCLOHEXYLIDENE]ETHYL]DIPHENYL-,[3S-(1Z,3A,5B0)] CAS#: 81522-68-1 is used as the Maxacalcitol intermediates. |
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