ChemicalBook--->CAS DataBase List--->18650-39-0

18650-39-0

18650-39-0 Structure

18650-39-0 Structure
IdentificationBack Directory
[Name]

H-HOMOPRO-OME HCL
[CAS]

18650-39-0
[Synonyms]

L-PIP-OME
H-HOPRO-OME HCL
H-PIC(2)-OME HCL
H-HOMOPRO-OME HCL
L-HOMOPRO-OME-HCL
HOMOPROLINE-OME HCL
L-PIPECOLIC ACID-OME HCL
Homoproline-OMe Hydrochloride
L-HOMO-PROLINE METHYL ESTER HCL
METHYL L-PIPECOLATE HYDROCHLORIDE
L-2-PIPECOLIC ACID METHYL ESTER HCL
(S)-methyl piperidine-2-carboxylate
methyl(2S)-piperidine-2-carboxylate
L-Pipecolic Acid-OMe Hydrochloride
(S)-methyl pipecolinate hydrochloride
(S)-Methyl piperidine-2-carboxylate HCl
L-HOMOPROLINE METHYL ESTER HYDROCHLORIDE
L-PIPECOLIC ACID METHYL ESTER HYDROCHLORIDE
L-PIPECOLINIC ACID METHYL ESTER HYDROCHLORIDE
L-2-PIPECOLIC ACID METHYL ESTER HYDROCHLORIDE
Methyl(2S)-piperidinecarboxylatehydrochloride
METHYL (S)-PIPERIDINECARBOXYLATE HYDROCHLORIDE
(S)-PIPERIDINE-2-CARBOXYLIC ACID METHYL ESTER HCL
(S)-Methyl piperidine-2-carboxylate hydrochloride
Methyl (S)-piperidine-2-carboxylate hydrochloride
Methyl (2S)-piperidine-2-carboxylate hydrochloride
R-2-Piperidinecarboxylic acid 1,1-diMethylethyl ester
(L)-(-)-(S)-Piperidine-2-carboxylic acid Methyl ester
(L)-(-)-(S)-Piperidine-2-carboxylic acid methyl ester HCl
(S)-PIPERIDINE-2-CARBOXYLIC ACID METHYL ESTER HYDROCHLORIDE
(L)-(-)-(S)-Piperidine-2-carboxylic acid Methyl ester HCl salt
2-Piperidinecarboxylic acid, Methyl ester, hydrochloride, (2S)-
2-Piperidinecarboxylic acid, Methyl ester, hydrochloride (1:1), (2S)-
[Molecular Formula]

C7H14ClNO2
[MDL Number]

MFCD00672366
[MOL File]

18650-39-0.mol
[Molecular Weight]

179.64
Chemical PropertiesBack Directory
[Melting point ]

176-177℃
[storage temp. ]

Inert atmosphere,2-8°C
[form ]

powder
[color ]

White to off-white
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H315-H319
[Precautionary statements ]

P501-P261-P270-P271-P264-P280-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330-P302+P352+P312-P304+P340+P312
[HS Code ]

2933399990
Hazard InformationBack Directory
[Uses]

Methyl (2S)-Piperidine-2-carboxylate Hydrochloride can be useful in the preparation of Thyrotropin-?releasing hormone (TRH) analogs, preparation of (arylsulfonyl)(amidino)phenylalanine piperidinamides as matriptase inhibitors, stereoselective synthesis of protected peptides containing anti β-hydroxy tyrosine, preparation of analogs of endogenous neuropeptide cycloprolylglycine, and preparation of promysalin analogs. It can also be useful in the preparation of molecular switches within ADX-47273 mGlu5 PAM scaffold that modulate modes of pharmacology to afford mGlu5 modulators.
[Synthesis]

Methanol

67-56-1

L(-)-Pipecolinic acid

3105-95-1

H-HOMOPRO-OME HCL

18650-39-0

Under argon protection, (S)-piperidine-2-carboxylic acid (10.00 g, 77.46 mmol) was dissolved in methanol (200 ml) and cooled to 0°C. Subsequently, thionyl chloride (15.0 ml, 205.61 mmol) was slowly added. The reaction mixture was stirred at 0 °C for 30 min and then heated to reflux overnight. After completion of the reaction, the solvent was removed by evaporation and the residue was recrystallized from ethanol to afford methyl (S)-piperidine-2-carboxylate hydrochloride (9.90 g, 92% yield). Mass spectrometry (EIMS) showed m/z 144.1 ([M+H]+).

[References]

[1] Journal of Medicinal Chemistry, 2005, vol. 48, # 23, p. 7333 - 7342
[2] Chemistry - A European Journal, 2010, vol. 16, # 25, p. 7547 - 7553
[3] Patent: WO2015/28850, 2015, A1. Location in patent: Page/Page column 88
[4] Tetrahedron Letters, 1991, vol. 32, # 49, p. 7183 - 7186
[5] Patent: WO2014/19344, 2014, A1. Location in patent: Paragraph 00601
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