| Identification | More | [Name]
1-[(Benzyloxy)carbonyl]piperidine-4-carboxylic acid | [CAS]
10314-98-4 | [Synonyms]
1-[(BENZYLOXY)CARBONYL]-4-PIPERIDINECARBOXYLIC ACID
1-[(BENZYLOXY)CARBONYL]PIPERIDINE-4-CARBOXYLIC ACID
1-CBZ-4-PIPERIDINECARBOXYLIC ACID
1-CBZ-PIPERIDINE-4-CARBOXYLIC ACID
1-Z-PIPERIDINE-4-CARBOXYLIC ACID
BUTTPARK 75\50-27
N-BENZYLOXYCARBONYL-ISONIPECOTIC ACID
N-BENZYLOXYCARBONYL-PIPERIDINE-4-CARBOXYLIC ACID
N-CARBOBENZOXY-HEXAHYDROISONICOTINIC ACID
N-CARBOBENZOXY-PIPEREDINE-4-CARBOXYLIC ACID
N-CARBOBENZYLOXY-4-PIPERIDINECARBOXYLIC ACID
N-CBZ-4-PIPERIDINECARBOXYLIC ACID
N-CBZ-ISONIPECOTIC ACID
N-CBZ-PIPERIDINE-4-CARBOXYLIC ACID
PIPERIDINE-1,4-DICARBOXYLIC ACID MONOBENZYL ESTER
RARECHEM AL BE 0487
TIMTEC-BB SBB003079
Z-INP-OH
Z-ISONICOT(HEXAHYDRO)-OH
Z-PIC(4)-OH | [EINECS(EC#)]
-0 | [Molecular Formula]
C14H17NO4 | [MDL Number]
MFCD01568759 | [Molecular Weight]
263.29 | [MOL File]
10314-98-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
78 °C | [Boiling point ]
443.9±45.0 °C(Predicted) | [density ]
1.265±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
4.55±0.20(Predicted) | [color ]
White to Almost white | [InChI]
InChI=1S/C14H17NO4/c16-13(17)12-6-8-15(9-7-12)14(18)19-10-11-4-2-1-3-5-11/h1-5,12H,6-10H2,(H,16,17) | [InChIKey]
URTPNQRAHXRPMP-UHFFFAOYSA-N | [SMILES]
N1(C(OCC2=CC=CC=C2)=O)CCC(C(O)=O)CC1 | [CAS DataBase Reference]
10314-98-4(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S37/39:Wear suitable gloves and eye/face protection . | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
Whtie powder | [Synthesis Reference(s)]
Chemical and Pharmaceutical Bulletin, 42, p. 147, 1994 DOI: 10.1248/cpb.42.147 | [Synthesis]
NaHCO3 (1.5 eq.) and Na2CO3 (1.5 eq.) were added to 4-piperidinecarboxylic acid (1.29 g, 10 mmol) in a mixed solvent of acetonitrile/water (2:3, 0.1 M) and the pH was adjusted to 10-11. The reaction mixture was cooled down to 0 °C and then benzyl chloroformate (1.42 mL, 1.7 g, 10 mmol) was slowly added dropwise. After the dropwise addition, the reaction solution was stirred at room temperature for 2 hours. Upon completion of the reaction, the reaction mixture was acidified to pH ~2-3 by dropwise addition of aqueous 1N HCl. Subsequently, acetonitrile was removed by evaporation under reduced pressure, and the aqueous phase was extracted with ethyl acetate (3 x 30 mL). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give 1-(benzyloxycarbonyl)piperidine-4-carboxylic acid in quantitative yield, and the product was used directly in the next step of the reaction. | [References]
[1] Synlett, 2017, vol. 28, # 3, p. 376 - 380
[2] Tetrahedron, 1997, vol. 53, # 32, p. 10983 - 10992
[3] Patent: US2010/152158, 2010, A1. Location in patent: Page/Page column 31
[4] Patent: US2010/173889, 2010, A1. Location in patent: Page/Page column 60
[5] Patent: US2010/222324, 2010, A1. Location in patent: Page/Page column 57 |
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