ChemicalBook > Product Catalog >Biochemical Engineering >Amino Acids and Derivatives >BOC-amino acid >(R)-(+)-N-Boc-2-piperidinecarboxylic acid

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

(R)-(+)-N-Boc-2-piperidinecarboxylic acid Suppliers list
Company Name: J & K SCIENTIFIC LTD.  
Tel: 18210857532 18210857532
Email: jkinfo@jkchemical.com
Company Name: Meryer (Shanghai) Chemical Technology Co., Ltd.  
Tel: 4006356688 18621169109
Email: market03@meryer.com
Company Name: INTATRADE GmbH  
Tel: +49 3493/605464
Email: sales@intatrade.de
Company Name: Chembest Research Laboratories Limited  
Tel: 021-20908456
Email: sales@BioChemBest.com
Company Name: Alfa Aesar  
Tel: 400-6106006
Email: saleschina@alfa-asia.com

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

  • Boc-D-HomoPro-OH
  •  Boc-D-HomoPro-OH pictures
  • $48.00
  • 2023-05-04
  • CAS:28697-17-8
  • Min. Order: 1化验
  • Purity: 99
  • Supply Ability: 20tons
  • Boc-D-HomoPro-OH
  • Boc-D-HomoPro-OH pictures
  • $100.00
  • 2021-10-29
  • CAS:28697-17-8
  • Min. Order: 1KG
  • Purity: 99.9%
  • Supply Ability: 10000
(R)-(+)-N-Boc-2-piperidinecarboxylic acid Basic information
Product Name:(R)-(+)-N-Boc-2-piperidinecarboxylic acid
Synonyms:(D)-N-BOC-PIPECOLIC ACID;2-Chloro-4-pyridinecaroboxylic acid;(R)-N-T-BUTYLOXYCARBONYL-PIPERIDINE-2-CARBOXYLIC ACID;N-Boc-D-pipecolinic acid;(R)-Piperidine-2-carboxylic acid, N-BOC protected;D-Pipecolinic acid, N-BOC protected;BOC-D-Homoproline-OH;BOC-D-Picolinic Acid
CAS:28697-17-8
MF:C11H19NO4
MW:229.27
EINECS:200-533-0
Product Categories:Amino Acids;chiral;Unusual amino acids
Mol File:28697-17-8.mol
(R)-(+)-N-Boc-2-piperidinecarboxylic acid Structure
(R)-(+)-N-Boc-2-piperidinecarboxylic acid Chemical Properties
Melting point 116-119 °C(lit.)
alpha 68 º (c=1 in acetic acid)
Boiling point 353.2±35.0 °C(Predicted)
density 1.164±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Soluble in 2ml dimethyl formamide 0.3gram.
form Crystalline Powder
pka4.03±0.20(Predicted)
color White to brown
Optical Rotation[α]23/D 63.5±3°, c = 1 in acetic acid
BRN 480023
Major Applicationpeptide synthesis
InChI1S/C11H19NO4/c1-11(2,3)16-10(15)12-7-5-4-6-8(12)9(13)14/h8H,4-7H2,1-3H3,(H,13,14)/t8-/m1/s1
InChIKeyJQAOHGMPAAWWQO-MRVPVSSYSA-N
SMILESCC(C)(C)OC(=O)N1CCCC[C@@H]1C(O)=O
CAS DataBase Reference28697-17-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
HazardClass IRRITANT
HS Code 29339900
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
(R)-(+)-N-Boc-2-piperidinecarboxylic acid Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powder
UsesIt is also applied as catalytic agent and petrochemical additive. It is also an important organic intermediate used in agrochemicals, pharmaceuticals and dyestuff fields.
Uses(R)-(+)-N-Boc-2-piperidinecarboxylic Acid is a useful intermediate for agrochemical, pharmaceuticals and dye industries.
reaction suitabilityreaction type: Boc solid-phase peptide synthesis
Synthesis
Di-tert-butyl dicarbonate

24424-99-5

D(+)-Pipecolinic acid

1723-00-8

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

28697-17-8

The general procedure for the synthesis of (R)-1-(tert-butoxycarbonyl)piperidine-2-carboxylic acid from di-tert-butyl dicarbonate and D-(+)-2-piperidinic acid was as follows: to a 1000 mL round-bottomed flask were added D-(+)-2-piperidinic acid (8.0 g, 0.062 mol), di-tert-butyl dicarbonate (14.8 g, 0.068 mol), sodium bicarbonate (26.04 g, 0.310 mol) and methanol (400 mL). The mixture was stirred and reacted at room temperature for 24 hours. Upon completion of the reaction, methanol was removed by distillation under reduced pressure. The residue was dissolved in water and subsequently washed three times with ether. The pH of the aqueous phase was adjusted to 2 with saturated potassium bisulfate solution and then extracted three times with dichloromethane. The organic phases were combined, washed three times with saturated saline, dried over anhydrous sodium sulfate and concentrated. The crude product was purified by silica gel column chromatography with the eluent being a mixed solvent of petroleum ether/ethyl acetate/acetic acid, resulting in 12.48 g of white solid product in 87.8% yield. The product was characterized by 1H-NMR (400 MHz, DMSO) and EI-MS: 1H-NMR δ 12.71 (1H, s), 4.61 (1H, d, J = 28.8 Hz), 3.82 (1H, d, J = 12 Hz), 2.93 (1H, m), 2.06 (1H, s), 1.62 (3H, m), 1.39 (11H, m); EI-MS m/z: 229.1 [M]+.

References[1] Journal of Medicinal Chemistry, 1998, vol. 41, # 4, p. 591 - 601
[2] Journal of Medicinal Chemistry, 1992, vol. 35, # 9, p. 1550 - 1557
[3] ChemMedChem, 2013, vol. 8, # 4, p. 577 - 581
[4] Patent: EP2805947, 2014, A1. Location in patent: Paragraph 0074-0075
[5] Patent: US2015/126500, 2015, A1. Location in patent: Paragraph 0127; 0128
(R)-(+)-N-Boc-2-piperidinecarboxylic acid Preparation Products And Raw materials
Raw materialsDi-tert-butyl dicarbonate-->D(+)-Pipecolinic acid-->Methanol-->Sodium bicarbonate
Preparation Products(R)-1-N-Boc-2-hydroxymethylpiperidine-->ML277
Tag:(R)-(+)-N-Boc-2-piperidinecarboxylic acid(28697-17-8) Related Product Information
N-Carbobenzyloxyglycine Triacetonediamine (S)-1-Boc-piperidine-2-carboxylic acid DROPERIDOL Folic acid Oxygen-fluorine acid Ethyl 2-(Chlorosulfonyl)acetate Levofloxacin carboxylic acid Glycine Citric acid DL-Pipecolinic acid Haloperidol Di-tert-butyl ether Diphenoxylate D(+)-Pipecolinic acid N-Boc-2-piperidinecarboxylic acid (R)-(+)-N-Boc-2-piperidinecarboxylic acid phosphoric acid