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Merck

792586

Sigma-Aldrich

tert-Butyl 3-(2-ethoxy-2-oxoethylidene)azetidine-1-carboxylate

95%

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About This Item

Fórmula empírica (notación de Hill):
C12H19NO4
Número de CAS:
Peso molecular:
241.28
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

95%

form

powder

refractive index

n20/D 1.474

density

1.052 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

CC(C)(C)OC(N(C1)CC1=CC(OCC)=O)=O

InChI

1S/C12H19NO4/c1-5-16-10(14)6-9-7-13(8-9)11(15)17-12(2,3)4/h6H,5,7-8H2,1-4H3

InChI key

WYWJZDFQQJTRDD-UHFFFAOYSA-N

Application

Building block used as a precursor to the synthesis of thia and oxa-azaspiro[3.4]octanes. As reported in the Carreira lab, the product can readily undergo [3+2] cycloadditions with dipolariphiles to generate a series of small-ring spirocycles.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3


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Artículos

Spirocyclic modules containing four-membered rings are currently of growing interest to discovery chemists.

Contenido relacionado

The Carreira Research Group is focused on expanding and creating access to uncharted landscape in chemical space. In joint efforts with SpiroChem, Carreira develops innovative spirocyclic building blocks, seeking to make them available to the community at large. Molecules constructed from these building blocks take on unique three-dimensional profiles due to the underlying spirocyclic scaffold, enriched by the presence of diverse combinations of exit vectors as sites for functionalization. Importantly, the spirocyclic building blocks possess physicochemical properties useful in the drug discovery process. Thus, drug leads can be tuned through appending these subunits to the periphery of a given scaffold. Moreover, these compact modules represent a useful collection of unprecedented inputs for fragment-based libraries. In all applications, the inherent novelty of the structure affords researchers new opportunities to run wild in their designs and avenues to chemical space – with their imagination as the sole limitations. We are proud to partner in the efforts to make these building blocks widely available.

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