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Merck
CN

673927

Ethyl N-Boc-4-methylpiperidine-4-carboxylate

97%

Synonym(s):

1-tert-Butoxycarbonyl-4-methylpiperidine-4-carboxylic acid ethyl ester, 4-Methyl-1,4-piperidinedicarboxylic acid 1-(1,1-dimethylethyl) 4-ethyl ester

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About This Item

Empirical Formula (Hill Notation):
C14H25NO4
CAS Number:
189442-87-3
Molecular Weight:
271.35
NACRES:
NA.22
PubChem Substance ID:
24885188
UNSPSC Code:
12352100
MDL number:
MFCD08689955
Assay:
97%

Key Documents

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InChI

1S/C14H25NO4/c1-6-18-11(16)14(5)7-9-15(10-8-14)12(17)19-13(2,3)4/h6-10H2,1-5H3

SMILES string

CCOC(=O)C1(C)CCN(CC1)C(=O)OC(C)(C)C

InChI key

ZQZVWDXMUCTNRI-UHFFFAOYSA-N

assay

97%

refractive index

n20/D 1.4554

density

1.0134 g/mL at 25 °C

Application

Reactant for synthesis of:
  • Dipeptidyl peptidase-4 inhibitor ABT-279
  • Building blocks for piperazine-based CCR5 antagonists
Replacement of the ester function with an amino group provides a key building block for piperazine-based CCR5 antagonists.

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

>230.0 °F

flash_point_c

> 110 °C

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBF9655V
MKBB6683
38497KJ
08501EE

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Xiao-Hua Jiang et al.
Bioorganic & medicinal chemistry letters, 14(14), 3675-3678 (2004-06-19)
4-Substituted-4-aminopiperidine is an interesting structural motif found in a number of bioactive compounds. An efficient and convenient method for the synthesis of 4-differently substituted-4-aminopiperidine derivatives was described, employing isonipecotate as a starting material and Curtius rearrangement as a key step.

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