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518093

Ethyl (triphenylphosphoranylidene)pyruvate

95%

Synonym(s):

2-Ethoxycarbonyl-2-oxoethylidenetriphenylphosphorane, NSC 647346, [(Carboxycarbonyl)methylene]triphenylphosphorane ethyl ester

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About This Item

Linear Formula:
(C6H5)3P=CHCOCO2C2H5
CAS Number:
13321-61-4
Molecular Weight:
376.38
NACRES:
NA.22
PubChem Substance ID:
24873999
UNSPSC Code:
12352108
MDL number:
MFCD00208428
Assay:
95%
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Quality Level

200

assay

95%

reaction suitability

reaction type: C-C Bond Formation

mp

175 °C (dec.) (lit.)

functional group

ester, ketone, phosphine

SMILES string

CCOC(=O)C(=O)C=P(c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C23H21O3P/c1-2-26-23(25)22(24)18-27(19-12-6-3-7-13-19,20-14-8-4-9-15-20)21-16-10-5-11-17-21/h3-18H,2H2,1H3

InChI key

OQLOPRPWPANPIE-UHFFFAOYSA-N

Application

Reactant for:
  • Wittig condensation
  • Chemoenzymic preparation of hexafluoroleucine and tetrafluoroleucine

Reactant for synthesis of:
  • Ahiral and chiral cyclic dehydro-α-amino acid derivatives through nucleophilic addition
  • Peptidyl α-keto-based inhibitors of cruzain
  • Deoxyfluoro-L-arabinofuranosyl triazole nucleoside derivatives with antiviral activity
  • Anti-human immunodificiency virus analogs

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000302460
0000302460
0000268015
0000231492
0000268015

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Global Trade Item Number

SKUGTIN
518093-25G04061833548066