Skip to Content
MilliporeSigma
All Photos(2)

Key Documents

View All Documentation

369799

Sigma-Aldrich

(tert-Butoxycarbonylmethylene)triphenylphosphorane

98%

Synonym(s):

tert-Butyl(triphenylphosphoranylidene)acetate

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Linear Formula:
(C6H5)3P=CHCO2C(CH3)3
CAS Number:
35000-38-5
Molecular Weight:
376.43
EC Number:
412-880-7
MDL number:
MFCD00075545
UNSPSC Code:
12352108
PubChem Substance ID:
24863043
NACRES:
NA.22

assay

98%

form

solid

reaction suitability

reaction type: C-C Bond Formation

mp

152-155 °C (lit.)

functional group

ester
phosphine

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.

signalword

Danger

Hazard Classifications

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

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
STBJ2716
STBG3462V
STBG9930
STBG7533
STBF5918V

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.

Search for a COA

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

(Diacetoxyiodo)benzene 98%

Sigma-Aldrich

178721

(Diacetoxyiodo)benzene

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
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
The Journal of Organic Chemistry, 57, 2922-2922 (1992)
Tetrahedron Letters, 35, 4809-4809 (1994)
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