(R)-(+)-N-Boc-2-piperidinecarboxylic acid

Base Information

• Chemical Name: (R)-(+)-N-Boc-2-piperidinecarboxylic acid
• CAS No.: 28697-17-8
• Molecular Formula: C11H19 N O4
• Molecular Weight: 229.276
• Hs Code.: 29339900
• European Community (EC) Number: 629-072-7
• DSSTox Substance ID: DTXSID70350923
• Nikkaji Number: J732.360C
• Wikidata: Q72450442
• Mol file: 28697-17-8.mol

Synonyms:28697-17-8;(R)-(+)-N-Boc-2-piperidinecarboxylic acid;BOC-D-PIPECOLIC ACID;(R)-1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid;boc-d-hopro-oh;Boc-D-Pip-OH;(R)-N-Boc-2-piperidinecarboxylic acid;(R)-1-N-Boc-Pipecolinic acid;(D)-N-Boc-Pipecolic acid;(R)-1-Boc-Piperidine-2-carboxylic acid;(2R)-1-[(tert-butoxy)carbonyl]piperidine-2-carboxylic acid;boc-d-homopro-oh;(2R)-1-[(2-methylpropan-2-yl)oxycarbonyl]piperidine-2-carboxylic acid;(R)-N-Boc-piperidine-2-carboxylic acid;(2R)-1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid;Boc-(R)-(+)-piperidine-2-carboxylic acid;(R)-(+)-1-(tert-Butoxycarbonyl)-2-piperidinecarboxylic acid;MFCD00237380;Maybridge4_003680;boc-d-piperidine-2-carboxylic acid;(S)-N-BOC-2-PIPERIDINECARBOXYLIC ACID;n-boc-(r)-pipecolinic acid;SCHEMBL77858;DTXSID70350923;JQAOHGMPAAWWQO-MRVPVSSYSA-N;HMS1531H06;CCG-42623;N-Boc-2(R)-piperidinecarboxylic acid;AKOS007930646;AKOS010397428;CS-W014189;DS-1008;HY-W013473;(r)-N-(t-butoxycarbonyl)pipecolinic acid;AC-24078;AS-37119;(R)-N-(t-butyloxycarbonyl)pipecolinic acid;A5419;AM20090371;BB 0260100;EN300-71973;(R)-(+)-N-Boc-2-piperidinecarboxylic acid, 98%;SR-01000632607-1;(R)-1-(t-butoxycarbonyl)piperadine-2-carboxylic acid;(R)-1-(t-butoxycarbonyl)piperdine-2-carboxylic acid;(R)-1-(t-butoxycarbonyl)piperidine-2-carboxylic acid;(R)-1-(tert-butoxycarbonyl)piperidine 2 carboxylic acid;Z1143251655;(R)-Piperidine-1,2-dicarboxylic acid 1-tert-butyl ester;(R)-(+)-piperidine-1,2-dicarboxylic acid 1-tert-butyl ester;(2r)-1-{[(1,1-dimethylethyl)oxy]carbonyl}-2-piperidinecarboxylic acid;(+)-N-Boc-(R)-pipecolinic acid, (R)-N-Boc-piperidine-2-carboxylic acid, N-Boc-D-pipecolic acid, Boc-D-Pip-OH

Chemical Property of (R)-(+)-N-Boc-2-piperidinecarboxylic acid

Chemical Property:

• Melting Point: 116-119 ºC
• Boiling Point: 353.2±35.0 °C(Predicted)
• PKA: 4.03±0.20(Predicted)
• PSA: 66.84000
• Density: 1.164±0.06 g/cm3(Predicted)
• LogP: 1.79850
• Storage Temp.: Store at RT.
• Solubility.: Soluble in 2ml dimethyl formamide 0.3gram.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 229.13140809
• Heavy Atom Count: 16
• Complexity: 282

Purity/Quality:

98%,99%, ^*data from raw suppliers

Boc-D-homoproline 99+% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCCCC1C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N1CCCC[C@@H]1C(=O)O
• Uses: It is also applied as catalytic agent and petrochemical additive. It is also an important organic intermediate used in agrochemicals, pharmaceuticals and dyestuff fields. (R)-(+)-N-Boc-2-piperidinecarboxylic Acid is a useful intermediate for agrochemical, pharmaceuticals and dye industries.

Technology Process of (R)-(+)-N-Boc-2-piperidinecarboxylic acid

There total 23 articles about (R)-(+)-N-Boc-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: 100.0%

1-(R)-tert-butyl 2-methyl piperidine-1,2-dicarboxylate (164456-75-1) → N-BOC-D-pipecolic acid (28697-17-8)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; water; at 75 ℃; for 2h;

DOI:10.1016/j.bmcl.2014.11.086

Reference yield: 98.0%

L-N-tert-butoxycarbonyl-4,5-dehydropipecolic acid → L-N-tert-butoxycarbonyl-4,5-dideutero-pipecolic acid + L-N-tert-butoxycarbonyl-pipecolic acid (26250-84-0,28697-17-8,98303-20-9,118552-55-9)

Guidance literature:

With palladium 10% on activated carbon; deuterium; In methanol;

DOI:10.1016/j.chembiol.2010.01.016

Reference yield: 97.0%

di-tert-butyl dicarbonate (24424-99-5) + (R)-(+)-pipecolic acid (1723-00-8,83680-83-5) → N-BOC-D-pipecolic acid (28697-17-8)

Guidance literature:

With TEA; In methanol; a) 50 deg C, 5 min, b) RT, 1 h;

DOI:10.1021/jm970620j

upstream raw materials:

tert-butyl (2R)-2-(hydroxymethyl)piperidine-1-carboxylate

di-tert-butyl dicarbonate

(R)-(+)-pipecolic acid

pipecolic Acid

Downstream raw materials:

tert-butyl (R)-2-carbamoylpiperidine-1-carboxyl-ate

2-hydrazinocarbonylpiperidine-1-carboxylic acid tert-butyl ester

C₄₆H₆₃N₅O₈S

C₃₄H₄₅N₅O₉

Refernces

• 1、 -. "MORPHINAN DERIVATIVE". Paragraph 0113-0114; 0119-0120. . Retrieved 2019/06/27.
• 2、 Liéby-Muller, Frédéric,Marion, Frédéric,Schmitt, Philippe,Annereau, Jean-Philippe,Kruczynski, Anna,Guilbaud, Nicolas,Bailly, Christian. "Synthesis and biological evaluation of (-)-6-O-desmethylcryptopleurine and analogs". . p. 184 - 187. Retrieved 2015/04/13.