| Identification | More | [Name]
(L)-N-(BENZYLOXYCARBONYL)PIPECOLIC ACID | [CAS]
28697-11-2 | [Synonyms]
Z-D-PIP-OH
Z-HomoPro-OH
Z-D-PIPECOLIC ACID
Z-D-PIPECOLINIC ACID
N-Cbz-L-pipecolic acid
(L)-N-CBZ-PIPECOLIC ACID
(-)-N-CBZ-L-PIPECOLINIC ACID
(S)-1-N-CBZ-PIPECOLINIC ACID
N-Cbz-S-2-Piperidinecarboxylic aci
N-Cbz-S-2-Piperidinecarboxylic acid
(L)-N-(BENZYLOXYCARBONYL)PIPECOLIC ACID
(S)-(-)-1-Cbz-piperidine-2-carboxylic acid
N-BENZYLOXYCARBONYL-(S)-(-)-PIPECOLINIC ACID
(S)-(-)-N-BENZYLOXYCARBONYL-PIPECOLINIC ACID
(S)-(-)-1-Cbz-2-piperidinecarboxylic acid 97%
(S)-(-)-1-Cbz-2-piperidinecarboxylic acid, 97%
PIPERIDINE-1,2-DICARBOXYLIC ACID 1-BENZYL ESTER
(S)-N-CARBOBENZYLOXY-2-PIPERIDINECARBOXYLIC ACID
(S)-(-)-1-(carbobenzyloxy)-2-piperidine-carboxyli
(2S)-1-(Carbobenzyloxy)-2-piperidinecarboxylic acid
(S)-PIPERIDINE-1,2-DICARBOXYLIC ACID 1-BENZYL ESTER
N-Benzyloxycarbonyl-(S)-piperidine-2-carboxylic acid
(2S)-1-benzyloxycarbonylpiperidine-2-carboxylic acid
(S)-1-(BENZYLOXYCARBONYL)PIPERIDINE-2-CARBOXYLIC ACID
(S)-(-)-1-(CARBOBENZYLOXY)-2-PIPERIDINECARBOXYLIC ACID
(S)-1-(Benzyloxycarbonyl)-2-piperidine-carboxylic Acid
(2S)-1-phenylmethoxycarbonylpiperidine-2-carboxylic acid
1,2-Piperidinedicarboxylic acid, 1-(phenylmethyl) ester, (2S)-
(2S)-1-[(Benzyloxy)carbonyl]hexahydro-2-pyridinecarboxylic acid | [Molecular Formula]
C14H17NO4 | [MDL Number]
MFCD01863645 | [Molecular Weight]
263.29 | [MOL File]
28697-11-2.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R38:Irritating to the skin.
R37:Irritating to the respiratory system.
R36:Irritating to the eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
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| Hazard Information | Back Directory | [Chemical Properties]
white to light yellow crystal powde | [Synthesis]
Method B: Synthesis of (S)-piperidine-1,2-dicarboxylic acid 1-benzyl ester
1. To a stirred mixed solution of (S)-piperidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (8.0 g, 28.8 mmol) in MeOH (75 mL) and water (38 mL) at 0 °C was slowly added powdered KOH (1.78 g, 31.7 mmol).
2. The reaction mixture was stirred at room temperature for 16 hours.
3. Upon completion of the reaction, MeOH was removed under vacuum.
4. The residue was diluted with water and washed with DCM.
5. The aqueous layer was acidified with 1.0 M HCl to pH < 7 and subsequently extracted three times with ethyl acetate.
6. The organic extracts were combined, dried with anhydrous Na2SO4, filtered and concentrated in vacuum to afford (L)-N-CBZ-piperidinecarboxylic acid as a light yellow oil (7.6 g, 100% yield).
Product Characterization:
1H NMR (400 MHz, CD3OD) δ 1.36-1.61 (2H, m), 1.70-1.85 (3H, m), 2.28-2.40 (1H, m), 3.05-3.26 (1H, m), 4.06-4.14 (1H, m), 4.89-5.26 (4H, m), 7.37-7.48 (5H, m );
13C NMR (100 MHz, CD3OD) δ 20.5,20.6 (CH2), 24.6,24.7 (CH2), 26.6 (CH2), 41.8,41.9 (CH2), 54.5,54.7 (CH), 67.2,67.3 (CH2), 127.6 (CH), 127.9 (CH), 128.4 (CH), 136.9 (C), 173.4 (CO).
Note: Method C does not provide detailed information. | [References]
[1] Patent: US2002/61853, 2002, A1
[2] Patent: US2003/96737, 2003, A1 |
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