ChemicalBook--->CAS DataBase List--->163438-09-3

163438-09-3

163438-09-3 Structure

163438-09-3 Structure
IdentificationMore
[Name]

(R)-Boc-Nipecotic acid
[CAS]

163438-09-3
[Synonyms]

1-[(2-methylpropan-2-yl)oxycarbonyl]piperidine-3-carboxylic acid
BOC-D-NIP-OH
BOC-R-NIP-OH
D-1-BOC-NIPECOTIC ACID
N-BOC-(R)-NIPECOTIC ACID
(R)-1-BOC-NIPECOTIC ACID
(R)-1-BOC-PIPERIDINE-3-CARBOXYLIC ACID
(R)-1-(TERT-BUTOXYCARBONYL)PIPERIDINE-3-CARBOXYLIC ACID
(R)-BOC-NIP
(R)-BOC-NIPECOTIC ACID
(r)-boc-nip-oh
(R)-(-)-N-BOC-NIPECOTIC ACID
(R)-N-BOC-PIPERIDINE-3-CARBOXYLIC ACID
(R)-N-TERT-BUTYLOXYCARBONYL-NIPECOTIC ACID
(R)-N-TERT-BUTYLOXYCARBONYL-PIPERIDINE-3-CARBOXYLIC ACID
(R)-PIPERIDINE-1,3-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER
(R)-Boc-Piperidine-3-Carboxylic Acid
(R)-BOC-NIPECOTIC ACID: (R)-N-BOC-PIPERIDINE-3-CARBOXYLIC ACID
(R)-N-BOC-PIPERIDINE-3-CARBOXYLIC ACID ,98%
(R)-N-t-Butyloxycarbonyl-nipecotic acid, (R)-N-t-butyloxycarbonyl-piperidine-3-carboxylic acid
[Molecular Formula]

C11H19NO4
[MDL Number]

MFCD02179173
[Molecular Weight]

229.27
[MOL File]

163438-09-3.mol
Chemical PropertiesBack Directory
[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
[form ]

Crystalline Powder
[pka]

4.49±0.20(Predicted)
[color ]

White
[BRN ]

5539297
[Major Application]

peptide synthesis
[InChI]

InChI=1S/C11H19NO4/c1-11(2,3)16-10(15)12-6-4-5-8(7-12)9(13)14/h8H,4-7H2,1-3H3,(H,13,14)/t8-/m1/s1
[InChIKey]

NXILIHONWRXHFA-MRVPVSSYSA-N
[SMILES]

N1(C(OC(C)(C)C)=O)CCC[C@@H](C(O)=O)C1
[CAS DataBase Reference]

163438-09-3(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338-P280a-P304+P340-P405-P501a
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[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
[HazardClass ]

IRRITANT
[HS Code ]

29339900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Chemical Properties]

White powder
[Uses]

1-Boc-D-nipecotic acid is used as an organic chemical synthesis intermediate.
[reaction suitability]

reaction type: Boc solid-phase peptide synthesis
[Synthesis]

Di-tert-butyl dicarbonate

24424-99-5

Nipecotic acid

498-95-3

(R)-Boc-Nipecotic acid

163438-09-3

Step 1: 3-Piperidinecarboxylic acid (1.05 g, 8.1 mmol) was dissolved in a solvent mixture of tetrahydrofuran (20 mL) and water (20 mL). Di-tert-butyl dicarbonate (2.48 g, 11.4 mmol) and sodium bicarbonate (0.96 g, 11.4 mmol) were added. The reaction mixture was stirred at room temperature overnight. After the reaction was completed, the mixture was diluted with water and ether. The aqueous layer was adjusted to pH=2 with concentrated hydrochloric acid and then extracted with dichloromethane. The organic layers were combined, dried over sodium sulfate, and concentrated to give (R)-1-(tert-butoxycarbonyl)piperidine-3-carboxylic acid (1.8 g, 97% yield). retention time by LCMS (Condition A) = 3.26 min, and m/z = 230 ([M+H]+) was observed by mass spectrum.

[References]

[1] Patent: WO2005/14540, 2005, A1. Location in patent: Page/Page column 39
[2] Journal of Medicinal Chemistry, 2011, vol. 54, # 19, p. 6456 - 6468
[3] Patent: WO2010/120889, 2010, A1. Location in patent: Page/Page column 55; 60
Spectrum DetailBack Directory
[Spectrum Detail]

(R)-Boc-Nipecotic acid(163438-09-3)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

163438-09-3(sigmaaldrich)
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