Skip to Content
Merck
All Photos(2)

Key Documents

369799

Sigma-Aldrich

(tert-Butoxycarbonylmethylene)triphenylphosphorane

98%

Synonym(s):

tert-Butyl(triphenylphosphoranylidene)acetate

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(C6H5)3P=CHCO2C(CH3)3
CAS Number:
Molecular Weight:
376.43
EC Number:
MDL number:
UNSPSC Code:
12352108
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

reaction suitability

reaction type: C-C Bond Formation

mp

152-155 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(C)(C)OC(=O)C=P(c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C24H25O2P/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/h4-19H,1-3H3

InChI key

ZWZUFQPXYVYAFO-UHFFFAOYSA-N

Application

Wittig reagent used in the synthesis of aldose reductase inhibitors, a podophyllotoxin derivative, and tautomycin.
Versatile Wittig reagent used in medicinal chemistry.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Skin Sens. 1 - STOT RE 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

The Journal of Organic Chemistry, 57, 2922-2922 (1992)
George Kokotos et al.
Journal of medicinal chemistry, 47(14), 3615-3628 (2004-06-25)
The Group IVA cytosolic phospholipase A(2) (GIVA PLA(2)) is a particularly attractive target for drug development because it is the rate-limiting provider of proinflammatory mediators. We previously reported the discovery of novel 2-oxoamides that inhibit GIVA PLA(2) [Kokotos, G.; et
Tetrahedron Letters, 35, 4809-4809 (1994)
B L Mylari et al.
Journal of medicinal chemistry, 35(12), 2155-2162 (1992-06-12)
Benzothiazole side chains featured in zopolrestat (1a) and its congeners were incorporated into oxophthalazineacetic acid replacements, including indazole, pyridazinone, and pyridopyridazinone with a pendant acetic acid moiety. Potent aldose reductase inhibition activity among resulting compounds is as widespread as it
Fritz Sieber et al.
Phosphorus, sulfur, and silicon and the related elements, 180(3-4), 647-657 (2006-02-24)
Elemental selenium generated by the photobleaching of selenomerocyanine dyes forms conjugates with serum albumin and serum lipoproteins that are toxic to leukemia and selected solid tumor cells but well tolerated by normal CD34-positive hematopoietic stem and progenitor cells. Serum albumin

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service