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369799

(tert-Butoxycarbonylmethylene)triphenylphosphorane

Name: (<I>tert</I>-Butoxycarbonylmethylene)triphenylphosphorane
Brand: ALDRICH

98%

Synonym(s):

tert-Butyl(triphenylphosphoranylidene)acetate

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About This Item

Linear Formula:

(C₆H₅)₃P=CHCO₂C(CH₃)₃

CAS Number:

35000-38-5

Molecular Weight:

376.43

NACRES:

NA.22

PubChem Substance ID:

24863043

UNSPSC Code:

12352108

EC Number:

412-880-7

MDL number:

MFCD00075545

Assay:

98%

Form:

solid

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Properties

Quality Level

100

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

Description

Application

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

pictograms

GHS06,GHS08,GHS09

signalword

Danger

hcodes

H301,H317,H319,H373,H411

pcodes

P273 - P280 - P301 + P310 - P302 + P352 - P305 + P351 + P338 - P314

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Orally active aldose reductase inhibitors: indazoleacetic, oxopyridazineacetic, and oxopyridopyridazineacetic acid derivatives.

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

Inhibition of group IVA cytosolic phospholipase A2 by novel 2-oxoamides in vitro, in cells, and in vivo.

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)

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Global Trade Item Number

SKU	GTIN
369799-25G	04061833509623
369799-5G	04061833554555