N-Cbz-3-piperidineacetic acid

Base Information

• Chemical Name: N-Cbz-3-piperidineacetic acid
• CAS No.: 86827-10-3
• Molecular Formula: C15H19NO4
• Molecular Weight: 277.32
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90401183
• Mol file: 86827-10-3.mol

Synonyms:N-Cbz-3-piperidineacetic acid;86827-10-3;1-Cbz-3-Piperidineacetic Acid;2-(1-((benzyloxy)carbonyl)piperidin-3-yl)acetic acid;2-{1-[(benzyloxy)carbonyl]piperidin-3-yl}acetic acid;1-cbz-piperidine-3-acetic acid;2-(1-phenylmethoxycarbonylpiperidin-3-yl)acetic acid;MFCD02179002;3-Carboxymethyl-piperidine-1-carboxylic acid benzyl ester;1-n-cbz-3-piperidineacetic acid;3-Piperidineacetic acid, 1-[(phenylmethoxy)carbonyl]-;2-(1-(benzyloxycarbonyl)piperidin-3-yl)acetic acid;SCHEMBL8696423;DTXSID90401183;AKOS011985983;SB11769;AM101413;AS-31177;SY006221;1-Cbz-piperidine-3-acetic acid, AldrichCPR;CS-0052081;FT-0659497;EN300-121341;Q-103067;{1-[(BENZYLOXY)CARBONYL]PIPERIDIN-3-YL}ACETIC ACID

Chemical Property of N-Cbz-3-piperidineacetic acid

Chemical Property:

• Vapor Pressure: 2.93E-09mmHg at 25°C
• Refractive Index: 1.552
• Boiling Point: 460.1 °C at 760 mmHg
• Flash Point: 232 °C
• PSA: 66.84000
• Density: 1.216 g/cm³
• LogP: 2.44780
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 277.13140809
• Heavy Atom Count: 20
• Complexity: 339

Purity/Quality:

97% ^*data from raw suppliers

2-{1-[(Benzyloxy)carbonyl]piperidin-3-yl}aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CN(C1)C(=O)OCC2=CC=CC=C2)CC(=O)O

Technology Process of N-Cbz-3-piperidineacetic acid

There total 4 articles about N-Cbz-3-piperidineacetic 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:

pyridyl-3-yl-acetic acid (501-81-5) + 3-Piperidinylacetic Acid (74494-52-3) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl 3-carboxymethylpiperidine-1-carboxylate (86827-10-3)

Guidance literature:

With hydrogenchloride; H₂; sodium hydroxide; In water;

Reference yield:

3-(2-Oxo-ethyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid ethyl ester (89055-01-6) → benzyl 3-carboxymethylpiperidine-1-carboxylate (86827-10-3)

Guidance literature:

Multi-step reaction with 3 steps

1: silver(I) oxide / aq. ethanol / 0.33 h

2: hydrogen / platinum oxide / methanol / 0.5 h / 760 Torr / Ambient temperature

3: 1.) KOH / 1.) EtOH, 43 h reflux; 2.) 10 h room temperature

With potassium hydroxide; hydrogen; silver(l) oxide; platinum(IV) oxide; In methanol; ethanol;

DOI:10.1248/cpb.31.1191

Reference yield:

ethyl 3-hydroxy-1,2,3,6-tetrahydropiperidine-1-carboxylate (66643-49-0) → benzyl 3-carboxymethylpiperidine-1-carboxylate (86827-10-3)

Guidance literature:

Multi-step reaction with 4 steps

1: Hg(OAc)2 / 43 h / 210 °C / in a sealed tube

2: silver(I) oxide / aq. ethanol / 0.33 h

3: hydrogen / platinum oxide / methanol / 0.5 h / 760 Torr / Ambient temperature

4: 1.) KOH / 1.) EtOH, 43 h reflux; 2.) 10 h room temperature

With potassium hydroxide; mercury(II) diacetate; hydrogen; silver(l) oxide; platinum(IV) oxide; In methanol; ethanol;

DOI:10.1248/cpb.31.1191

upstream raw materials:

ethyl 3-hydroxy-1,2,3,6-tetrahydropiperidine-1-carboxylate

3-(2-Oxo-ethyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid ethyl ester

ethyl 3-carboxymethyl-1,2,3,6-tetrahydroxypyridine-1-carboxylate

pyridyl-3-yl-acetic acid

Downstream raw materials:

benzyl 3-(2-methoxy-2-oxoethyl)piperidine-1-carboxylate

methyl piperidine-3-acetate