1-Cbz-2-piperidinecarboxylic acid

Base Information

• Chemical Name: 1-Cbz-2-piperidinecarboxylic acid
• CAS No.: 28697-07-6
• Molecular Formula: C14H17NO4
• Molecular Weight: 263.293
• Hs Code.: 29333990
• European Community (EC) Number: 818-916-1
• Nikkaji Number: J1.037.202J
• Mol file: 28697-07-6.mol

Synonyms:28697-07-6;N-Cbz-2-Piperidinecarboxylic acid;1-CBZ-2-PIPERIDINECARBOXYLIC ACID;71170-88-2;1-(CARBOBENZYLOXY)-2-PIPERIDINECARBOXYLIC ACID;N-CBZ-piperidine-2-carboxylic acid;N-Carbobenzyloxy-2-piperidinecarboxylic acid;1-phenylmethoxycarbonylpiperidine-2-carboxylic Acid;1-((benzyloxy)carbonyl)piperidine-2-carboxylic acid;1-Cbz-Piperidine-2-Carboxylic Acid;1-N-Cbz-piperidine-2-carboxylic acid;1-[(benzyloxy)carbonyl]piperidine-2-carboxylic acid;N-Carbobenzyloxypiperidine-2-carboxylic acid;1-(benzyloxycarbonyl)piperidine-2-carboxylic acid;MFCD01863568;1,2-Piperidinedicarboxylic Acid 1-(Phenylmethyl) Ester;(S)-1-Cbz-piperidine-2-carboxylic acid;1-benzyloxycarbonylpiperidine-2-carboxylic acid;MFCD01863645;Z-pipecolic acid;N-cbz-pipecolic acid;1-CBZ-(R)-PIPERIDINE-2-CARBOXYLIC ACID;N-Cbz-2-pperdnecarboxylc acd;SCHEMBL630241;ZSAIHAKADPJIGN-UHFFFAOYSA-;ZSAIHAKADPJIGN-UHFFFAOYSA-N;N-CBZ-piperidine-2-carboxylicacid;AKOS000169552;AKOS016842268;AB10397;AB10418;CS-W002857;SB36389;AC-22472;AC-24613;AS-11197;SY020431;SY104009;1-benzyloxycarbonylpiperidine-2-carboxylate;1-Carbobenzoxy-2-piperidinecarboxylic Acid;A5418;AM20060867;C3382;FT-0630021;FT-0638796;FT-0638797;FT-0641331;EN300-40977;n-benzyloxycarbonylpiperidine-2-carboxylic acid;1-(Benzyloxycarbonyl)-2-piperidinecarboxylic acid;1-(Benzyloxycarbonyl)-piperidine-2-carboxylic acid;A837103;J-505027;J-523532;InChI=1/C14H17NO4/c16-13(17)12-8-4-5-9-15(12)14(18)19-10-11-6-2-1-3-7-11/h1-3,6-7,12H,4-5,8-10H2,(H,16,17)

Chemical Property of 1-Cbz-2-piperidinecarboxylic acid

Chemical Property:

• Vapor Pressure: 1.16E-08mmHg at 25°C
• Melting Point: 80-83℃
• Boiling Point: 443.922 °C at 760 mmHg
• PKA: 4.01±0.20(Predicted)
• Flash Point: 222.276 °C
• PSA: 66.84000
• Density: 1.265 g/cm³
• LogP: 2.20020
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 263.11575802
• Heavy Atom Count: 19
• Complexity: 325

Purity/Quality:

97% ^*data from raw suppliers

1-Carbobenzoxy-2-piperidinecarboxylic Acid >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22
• Safety Statements: 24/25-36/37/38-29/56-41-45-3/7/9

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C(C1)C(=O)O)C(=O)OCC2=CC=CC=C2
• Uses: 1,?2-?Piperidinedicarboxyl?ic Acid 1-?(Phenylmethyl) Ester is used to prepare disubstituted azetidinones as selective inhibitors of cysteine protease cathepsin K. It is also used to synthesize 2-?[(R)?-?2-?methylpyrrolidin-?2-?yl]?-?1H-?benzimidazole-?4-?carboxamide (ABT-?888) as the Poly(ADP-?ribose) Polymerase (PARP) inhibitor for the treatment of cancer.

Technology Process of 1-Cbz-2-piperidinecarboxylic acid

There total 33 articles about 1-Cbz-2-piperidinecarboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

benzyl chloroformate (501-53-1,94274-21-2) + (R)-(+)-pipecolic acid (1723-00-8,83680-83-5) → (R)-1-((benzyloxy)carbonyl)piperidine-2-carboxylic acid (28697-07-6,28697-09-8,28697-11-2,71170-88-2)

Guidance literature:

With sodium hydroxide; In water; for 1h; Ambient temperature;

Reference yield: 96.1%

benzyl chloroformate (501-53-1,94274-21-2) + pipecolic Acid (4043-87-2,83680-83-5) → N-benzyloxycarbonyl D/L-pipecolinic acid (28697-07-6)

Guidance literature:

With sodium hydroxide; In water; at 0 - 20 ℃; for 13h;

Reference yield: 60.0%

(R)-benzyl 2-((S)-1,2-dihydroxyethyl)piperidine-1-carboxylate → (R)-1-((benzyloxy)carbonyl)piperidine-2-carboxylic acid (28697-07-6,28697-09-8,28697-11-2,71170-88-2)

Guidance literature:

With sodium periodate; ruthenium(III) chloride hexahydrate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 1h;

DOI:10.1016/j.tetasy.2014.08.001

upstream raw materials:

benzyl chloroformate

pipecolic Acid

(R)-(+)-pipecolic acid

(R)-N-(benzyloxycarbonyl)-2-formylpiperidine

Downstream raw materials:

Methyl N-<(R,S)-1-Benzyloxycarbonylpiperidine-2-carbonyl>-(S)-phenylalanate

N-(benzyloxycarbonyl)-DL-pipecolinic acid tert-butyl ester

benzyl 2-hydroxypiperidine-1-carboxylate

(S)-1-(carbobenzyloxy)-2-piperidinecarboxylic acid