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Thermo Scientific Chemicals
(1-Ethoxycarbonylethylidene)triphenylphosphorane, 97%
CAS: 5717-37-3 | C23H23O2P | 362.41 g/mol
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化學識別
CAS5717-37-3
IUPAC Nameethyl 2-(triphenyl-λ⁵-phosphanylidene)propanoate
Molecular FormulaC23H23O2P
InChI KeyKZENFXVDPUMQOE-UHFFFAOYSA-N
SMILESCCOC(=O)C(C)=P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1
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規格
規格表
規格表Formpowder
Appearance (Color)Yellow
Assay (HPLC)> 96.0%
Proton NMRConforms to structure
Phosphorus-31 NMRConforms to structure
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(1-Ethoxycarbonylethylidene)triphenylphosphorane is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals. It’s also a Horner-Wadsworth-Emmons reagent. It can be used for olefination. It can also be utilized for the synthesis of more complex compounds, such as (29S,37S)-isomer of malevamide E, a potent ion-channel inhibitor.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
(1-Ethoxycarbonylethylidene)triphenylphosphorane is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals. It’s also a Horner-Wadsworth-Emmons reagent. It can be used for olefination. It can also be utilized for the synthesis of more complex compounds, such as (29S,37S)-isomer of malevamide E, a potent ion-channel inhibitor.
Solubility
Soluble in water.
Notes
Air sensitive. Avoid contact with oxygen and air. Store away from oxidizing agent. Contains triphenylphosphine oxide.
(1-Ethoxycarbonylethylidene)triphenylphosphorane is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals. It’s also a Horner-Wadsworth-Emmons reagent. It can be used for olefination. It can also be utilized for the synthesis of more complex compounds, such as (29S,37S)-isomer of malevamide E, a potent ion-channel inhibitor.
Solubility
Soluble in water.
Notes
Air sensitive. Avoid contact with oxygen and air. Store away from oxidizing agent. Contains triphenylphosphine oxide.
RUO – Research Use Only
General References:
- Yasumasa Koyama; Yuichi Fukakusa; Nobuo Kyomura; Saburo Yamagishi; Tadashi Arai. The structure of luteoreticulin, a nitro-containing metabolite of streptomyces luteoreticuli. Tetrahedron Letters. 1969, 10 (5), 355-358.
- Vlark F. Beatty; Clive Jennings-White; and Mitchell A. Avery. Stereocontrolled synthesis of (2S,3S,8S,9S,4E,6E)-3-amino-9-methoxy-2,6,8-trimethyl-10-phenyldeca-4,6-dienoic acid (Adda), the amino acid characteristic of microcystins and nodularin. J. Chem. Soc., Perkin Trans. 1. 1992, (13), 1637-1641.
- Stable ylide which reacts with aldehydes to give ß-substituted methacrylic esters. See Appendix 1.
- With acyl halides, gives allenic esters: Helv. Chim. Acta, 63, 438 (1980); Org. Synth. Coll., 7, 232 (1990):
- Reacts with the carbonyl group of succinic anhydride giving an intermediate useful in the synthesis of 2,2-dialkylcyclopentane-1,3-diones: Synthesis, 845 (1986):