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20423

Sigma-Aldrich

(tert-Butoxycarbonylmethyl)triphenylphosphonium chloride

≥98.0%

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About This Item

Linear Formula:
(CH3)3COCOCH2P+(C6H5)3Cl
CAS Number:
35000-37-4
Molecular Weight:
412.89
Beilstein:
4116684
MDL number:
MFCD00043160
UNSPSC Code:
12352108
PubChem Substance ID:
57647835
NACRES:
NA.22

Assay

≥98.0%

form

solid

reaction suitability

reaction type: C-C Bond Formation

SMILES string

[Cl-].CC(C)(C)OC(=O)C[P+](c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C24H26O2P.ClH/c1-24(2,3)26-23(25)19-27(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22;/h4-18H,19H2,1-3H3;1H/q+1;/p-1

InChI key

PWEGQXPODNSKMU-UHFFFAOYSA-M

Application

Reactant for:
  • Stereoselective preparation of (arylamino)quinazoline derivatives bearing tethered acrylamide moieties as inhibitors of epidermal growth factor receptor and histone deacetylase
  • Thermal decomposition reactions

Other Notes

Reagent for Wittig-reactions [1][2]; Synthesis of α-diazophosphonium salts[3]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
043521/1
38305/1
038305/1

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B.B. Snider et al.
Journal of the American Chemical Society, 101, 6023-6023 (1978)
M.P. Cooke et al.
The Journal of Organic Chemistry, 47, 4955-4955 (1982)
M. Regitz et al.
Liebigs Ann. Chem., 1865-1865 (1981)
Rhushikesh A Kulkarni et al.
Nature chemical biology, 15(4), 391-400 (2019-02-06)
Hereditary cancer disorders often provide an important window into novel mechanisms supporting tumor growth. Understanding these mechanisms thus represents a vital goal. Toward this goal, here we report a chemoproteomic map of fumarate, a covalent oncometabolite whose accumulation marks the

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