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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 ; Synthesis of α-diazophosphonium salts

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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