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

CAS No.
189442-87-3
Chemical Name:
Ethyl N-Boc-4-methylpiperidine-4-carboxylate
Synonyms
ETHYL N-BOC-4-METHYLPIPERIDINE-4-CARBOX&;N-BOC-4-METHYL-4-METHYLPIPERIDINECARBOXYLATE;N-BOC-4-METHYL ISONIPECOTIC ACID ETHYL ESTER;Ethyl 1-Boc-4-methylpiperidine-4-carboxylate;ETHYL N-BOC-4-METHYLPIPERIDINE-4-CARBOXYLATE;1-Boc-4-Methyl-isonipecotic acid ethyl ester;ETHYL 1-N-BOC-4-METHYL-PIPERIDINE-CARBOXYLATE;Ethyl N-Boc-4-methylpiperidine-4-carboxylate ,97%;N-Boc-4-Methyl isonipecotic acid ethyl ester ,95%;1,4-PIPERIDINEDICARBOXYLIC ACID, 4-1-(1,1-DIMETHYL
CBNumber:
CB7133477
Molecular Formula:
C14H25NO4
Molecular Weight:
271.35
MDL Number:
MFCD08689955
MOL File:
189442-87-3.mol
MSDS File:
SDS
Last updated:2026-05-28 02:51:13
Product description Number Pack Size Price
Ethyl N-Boc-4-methylpiperidine-4-carboxylate 97% 673927 1g $143
1-BOC-4-METHYL-ISONIPECOTIC ACID ETHYL ESTER 97% 50832 1G $21
1-BOC-4-METHYL-ISONIPECOTIC ACID ETHYL ESTER 97% 50832 5G $64
Ethyl 1-Boc-4-methylpiperidine-4-carboxylate 123991 1.00g $116
Ethyl 1-Boc-4-methylpiperidine-4-carboxylate 95+% E14287 1g $62
More product size

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

Boiling point 329.7±35.0 °C(Predicted)
Density 1.0134 g/mL at 25 °C
refractive index 1.4554
Flash point 110 °C
storage temp. 2-8°C
pka -2.20±0.40(Predicted)
Appearance Colorless to light yellow Liquid
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
InChIKey ZQZVWDXMUCTNRI-UHFFFAOYSA-N
SMILES CCOC(=O)C1(C)CCN(CC1)C(=O)OC(C)(C)C
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Corrosion (GHS05)Skull and Crossbones (GHS06)
GHS05,GHS06
Signal word  Danger
Hazard statements  H301-H315-H318-H335
Precautionary statements  P280-P301+P310+P330-P302+P352-P305+P351+P338+P310
target organs Respiratory system
PPE Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes  T
Risk Statements  25-37/38-41
Safety Statements  26-36/37/39-45
RIDADR  UN 2810
WGK Germany  3
HazardClass  IRRITANT
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 3 Oral
Eye Dam. 1
Skin Irrit. 2
STOT SE 3

Ethyl N-Boc-4-methylpiperidine-4-carboxylate price More Price(30)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 673927 Ethyl N-Boc-4-methylpiperidine-4-carboxylate 97% 189442-87-3 1g $143 2023-06-20 Buy
AstaTech 50832 1-BOC-4-METHYL-ISONIPECOTIC ACID ETHYL ESTER 97% 189442-87-3 1G $21 2026-04-30 Buy
AstaTech 50832 1-BOC-4-METHYL-ISONIPECOTIC ACID ETHYL ESTER 97% 189442-87-3 5G $64 2026-04-30 Buy
Matrix Scientific 123991 Ethyl 1-Boc-4-methylpiperidine-4-carboxylate 189442-87-3 1.00g $116 2026-05-18 Buy
Synthonix E14287 Ethyl 1-Boc-4-methylpiperidine-4-carboxylate 95+% 189442-87-3 1g $62 2026-05-06 Buy
Product number Packaging Price Buy
673927 1g $143 Buy
50832 1G $21 Buy
50832 5G $64 Buy
123991 1.00g $116 Buy
E14287 1g $62 Buy

Ethyl N-Boc-4-methylpiperidine-4-carboxylate Chemical Properties,Uses,Production

Uses

Reactant for synthesis of:

  • Dipeptidyl peptidase-4 inhibitor ABT-279
  • Building blocks for piperazine-based CCR5 antagonists

Synthesis

Ethyl N-Boc-piperidine-4-carboxylate

142851-03-4

Iodomethane

74-88-4

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

189442-87-3

Ethyl N-Boc-4-piperidinecarboxylate (10.00 g, 36.92 mmol) was dissolved in tetrahydrofuran (THF, 100 mL) and the solution was cooled to -78 °C. Under nitrogen protection, lithium diisopropylammonium (LDA, 47 mmol, 23 mL) was slowly added, maintaining the temperature at -78 °C, and the reaction mixture was stirred for 1 hour. Subsequently, iodomethane (81.25 mmol, 5.08 mL) was added dropwise and stirring was continued at -78 °C for 1 hour. Upon completion of the reaction, the cold bath was removed and the reaction mixture was allowed to warm slowly to room temperature and stirring was continued for 30 min. The reaction was quenched with saturated ammonium chloride (NH4Cl) solution followed by partition extraction with ethyl acetate (EtOAc). The organic phases were combined, dried with anhydrous magnesium sulfate (MgSO4), filtered and concentrated under reduced pressure to afford the target product ethyl N-Boc-4-methyl-4-piperidinecarboxylate in quantitative yield. The product was characterized by 1H NMR (400 MHz, DMSO-d6) with chemical shifts δ: 4.11 (q, J=7.1 Hz, 2H), 3.61 (dt, J=13.4 Hz, J=4.5 Hz, 2H), 2.95 (d, J=0.3 Hz, 2H), 1.91 (d, J=13.6 Hz, 2H), 1.39 (s, 9H) , 1.31 (m, 2H), 1.19 (m, 3H), 1.15 (s, 3H).

References

[1] Patent: WO2015/86527, 2015, A1. Location in patent: Page/Page column 113; 114
[2] Patent: WO2015/86525, 2015, A1. Location in patent: Page/Page column 117
[3] Patent: WO2008/121687, 2008, A2. Location in patent: Page/Page column 43; 89; 94
[4] Patent: WO2006/83003, 2006, A1. Location in patent: Page/Page column 36-37
[5] Journal of Medicinal Chemistry, 2017, vol. 60, # 11, p. 4680 - 4692

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View Lastest Price from Ethyl N-Boc-4-methylpiperidine-4-carboxylate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ethyl N-Boc-4-methylpiperidine-4-carboxylate pictures 2020-01-08 Ethyl N-Boc-4-methylpiperidine-4-carboxylate
189442-87-3
1KG 98%; 99% 1kg; 5kg; 10kg;25kg Career Henan Chemical Co

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

ETHYL N-BOC-4-METHYLPIPERIDINE-4-CARBOX& 1,4-PIPERIDINEDICARBOXYLIC ACID, 4-1-(1,1-DIMETHYL 1-TERT-BUTYL 4-METHYL 4- METHYLPIPERIDINE1,4-DICARBOXYLATE N-BOC-4-METHYL-4-METHYLPIPERIDINECARBOXYLATEN-BOC-4-METHYL ISONIPECOTIC ACID ETHYL ESTER N-Boc-4-Methyl isonipecotic acid ethyl ester ,95% Ethyl N-Boc-4-methylpiperidine-4-carboxylate ,97% 1-tert-Butoxycarbonyl-4-methylpiperidine-4-carboxylic acid ethyl ester 4-Methyl-1,4-piperidinedicarboxylic acid 1-(1,1-dimethylethyl) 4-ethyl ester Ethyl 1-Boc-4-methylpiperidine-4-carboxylate N-BOC-4-METHYL ISONIPECOTIC ACID ETHYL ESTER N-BOC-4-METHYL-4-METHYLPIPERIDINECARBOXYLATE ETHYL 1-N-BOC-4-METHYL-PIPERIDINE-CARBOXYLATE ETHYL N-BOC-4-METHYLPIPERIDINE-4-CARBOXYLATE 1-O-TERT-BUTYL 4-O-ETHYL 4-METHYLPIPERIDINE-1,4-DICARBOXYLATE 1-tert-butyl 4-ethyl 4-Methylpiperidine-1,4-dicarboxylate 1-Boc-4-Methyl-isonipecotic acid ethyl ester 1,4-Piperidinedicarboxylic acid, 4-methyl-, 1-(1,1-dimethylethyl) 4-ethyl ester Ethyl N-Boc-4-methylpiperidine-4-carboxylate USP/EP/BP Ethyl N-Boc-4-methylpiperidine-4-carboxylate Ethyl 1-Boc-4-methylpiperidine-4-carboxylate - [E14287] 189442-87-3 189-35-2 Piperidines Heterocyclic Building Blocks Building Blocks Building Blocks Heterocyclic Building Blocks Piperidines Heterocycles API intermediates Amino Acids and Derivatives