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Sigma-Aldrich

2-(Tributylstannyl)pyrimidine

95%

Synonym(s):

2-Tributylstannanylpyrimidine, Tributyl (2-pyrimidyl)stannane

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About This Item

Empirical Formula (Hill Notation):
C16H30N2Sn
CAS Number:
153435-63-3
Molecular Weight:
369.13
MDL number:
MFCD01319085
UNSPSC Code:
12352103
PubChem Substance ID:
329763826
NACRES:
NA.22

Assay

95%

form

liquid

refractive index

n20/D 1.512

density

1.164 g/mL at 25 °C

SMILES string

CCCC[Sn](CCCC)(CCCC)c1ncccn1

InChI

1S/C4H3N2.3C4H9.Sn/c1-2-5-4-6-3-1;3*1-3-4-2;/h1-3H;3*1,3-4H2,2H3;

InChI key

WTFFOOAJSDVASL-UHFFFAOYSA-N

Related Categories

Application

2-(Tributylstannyl)pyrimidine is an organotin compound used in Stille coupling reaction. This can be used as one of the precursors in the synthesis of 2-aminopyridine oxazolidinones as potent and selective tankyrase (TNKS) inhibitors and the synthesis of canagliflozin, a novel inhibitor for sodium-dependent glucose cotransporter.
It can also be used in the preparation of various (2-pyrimidyl)silanes.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT RE 1

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

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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Catalytic Intermolecular Pauson? Khand-Type Reaction: Strong Directing Effect of Pyridylsilyl and Pyrimidylsilyl Groups and Isolation of Ru Complexes Relevant to Catalytic Reaction.
Itami K, et al.
Journal of the American Chemical Society, 126(35), 11058-11066 (2004)
C-Glucosides with heteroaryl thiophene as novel sodium-dependent glucose cotransporter 2 inhibitors.
Koga Y, et al.
Bioorganic & Medicinal Chemistry, 21(17), 5561-5572 (2013)
The Stille Reaction
Farina V, et al.
Org. React. (1997)
Structure-based design of 2-aminopyridine oxazolidinones as potent and selective tankyrase inhibitors.
Huang H, et al.
ACS Medicinal Chemistry Letters, 4(12), 1218-1223 (2013)
Jesus Ivan Solares-Pascasio et al.
Molecules (Basel, Switzerland), 26(4) (2021-03-07)
Salvia amarissima Ortega was evaluated to determinate its antihyperglycemic and lipid profile properties. Petroleum ether extract of fresh aerial parts of S. amarissima (PEfAPSa) and a secondary fraction (F6Sa) were evaluated to determine their antihyperglycemic activity in streptozo-cin-induced diabetic (STID)

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