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735566

Sigma-Aldrich

Ethyl (R)-1-Boc-4-oxopiperidine-2-carboxylate

97%

Synonym(s):

(R)-1-Boc-4-oxopiperidine-2-carboxylic acid ethyl ester

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About This Item

Empirical Formula (Hill Notation):
C13H21NO5
CAS Number:
Molecular Weight:
271.31
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

42-47 °C

functional group

ester
ketone

storage temp.

2-8°C

SMILES string

CCOC(=O)[C@H]1CC(=O)CCN1C(=O)OC(C)(C)C

InChI

1S/C13H21NO5/c1-5-18-11(16)10-8-9(15)6-7-14(10)12(17)19-13(2,3)4/h10H,5-8H2,1-4H3/t10-/m1/s1

InChI key

YAVQLRUBKDCOCI-SNVBAGLBSA-N

Application

Ethyl (R)-1-Boc-4-oxopiperidine-2-carboxylate can be used as a key intermediate in the preparation of 4-oxopipecolic acid enantiomer, a non-proteinogenic amino acid having antibiotic activity.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Practical synthesis of both enantiomers of protected 4-oxopipecolic acid
Machetti F, et al.
Tetrahedron, 57(23), 4995-4998 (2001)

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