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468975

Sigma-Aldrich

Benzyl (S)-(−)-4-oxo-2-azetidinecarboxylate

97%

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5 G
€270.00

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5 G
€270.00

About This Item

Empirical Formula (Hill Notation):
C11H11NO3
CAS Number:
72776-05-7
Molecular Weight:
205.21
MDL number:
MFCD00798164
UNSPSC Code:
12352005
PubChem Substance ID:
24870544
NACRES:
NA.22

€270.00

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Assay

97%

optical activity

[α]21/D −44°, c = 3.3 in chloroform

mp

137-140 °C (lit.)

functional group

ester
phenyl

SMILES string

O=C1C[C@H](N1)C(=O)OCc2ccccc2

InChI

1S/C11H11NO3/c13-10-6-9(12-10)11(14)15-7-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,12,13)/t9-/m0/s1

InChI key

WGLLBHSIXLWVFU-VIFPVBQESA-N

Related Categories

Application

Benzyl (S)-(-)-4-oxo-2-azetidinecarboxylate may be used in the preparation of its N-acetyl derivative, which can be a potential candidate as solid electrolyte interphase (SEI)-forming additive in lithium-ion batteries.[1]
Important building block for the synthesis of NMDA receptor antagonists,[2] 3-alkyl-L-aspartic acids,[3] and orally active β-lactam inhibitors.[4]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BGBC3004V
BGBC0230V
BGBB7654
BGBB6690
BGBB3685

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Computational screening of lactam molecules as solid electrolyte interphase forming additives in lithium-ion batteries.
Han YK, et al.
Current Applied Physics, 14(6), 897-900 (2014)
P E Finke et al.
Journal of medicinal chemistry, 38(13), 2449-2462 (1995-06-23)
The stereospecific synthesis of several 4-[(4-carboxyphenyl)oxy]- 3,3-dialkyl-1-[[(1-phenylalkyl)-amino]carbonyl]azetidin-2-on es 3 is described in which the C-3 alkyl groups were varied from methyl to butyl as well as allyl, benzyl and methoxymethyl. The structure-activity relations for these compounds are discussed in terms
Hanessian, S. et al.
Synlett, 33-33 (1992)
Baldwin, J.E. et al.
Tetrahedron, 51, 11581-11581 (1995)

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