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188111-79-7

188111-79-7 Structure

188111-79-7 Structure
IdentificationMore
[Name]

(R)-1-Boc-3-Aminopiperidine
[CAS]

188111-79-7
[Synonyms]

1-PIPERIDINECARBOXYLIC ACID, 3-AMINO-, 1,1-DIMETHYLETHYL ESTER, (3R)-
1-T-BUTYLOXYCARBONYL-3-R-AMINOPIPERIDINE HYDROCHLORIDE
1-tert-butyloxycarbonyl-3-r-aminopiperidine
(R)-1-BOC-3-AMINOPIPERIDINE
(R)-1-BOC-3-AMINOPIPERIDINE HCL
(R)-1-BOC-3-AMNIOPIPERIDINE
(R)-1-BOC-3-PIPERIDINAMINE
(R)-1-N-BOC-3-AMINO PIPERIDINE
(R)-1-TERT-BUTYLOXYCARBONYL-3-AMINOPIPERIDINE HYDROCHLORIDE
(R)-3-AMINO-1-BOC-PIPERIDINE
(R)-3-AMINO-1-BOC-PIPERIDINE HYDROCHLORIDE
(R)-3-AMINO-1-N-BOC-PIPERIDINE
(R)-3-AMINO-N-BOC-PIPERIDINE
(R)-3-AMINO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
(R)-3-AMINO-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER HCL
(R)-BOC-PIP(3-NH2) HCL
(R)-N-BOC-3-AMINOPIPERIDINE
(R)-TERT-BUTYL 3-AMINOPIPERIDINE-1-CARBOXYLATE
TERT-BUTYL (R)-3-AMINO-1-PIPERIDINECARBOXYLATE
(R)-3-Amino-1-N-Boc-Piperidine (R)-1-Boc-3-Aminopiperidine
[EINECS(EC#)]

628-472-9
[Molecular Formula]

C10H20N2O2
[MDL Number]

MFCD04973125
[Molecular Weight]

200.28
[MOL File]

188111-79-7.mol
Chemical PropertiesBack Directory
[alpha ]

28.5 º (c=1, DMF)
[Boiling point ]

277.3±33.0 °C(Predicted)
[density ]

1.041±0.06 g/cm3(Predicted)
[refractive index ]

1.4730
[storage temp. ]

Store under inert gas
[solubility ]

Chloroform (Slightly), DMF (Slightly), DMSO (Slightly)
[form ]

Liquid
[pka]

10.35±0.20(Predicted)
[color ]

Colorless to pale yellow
[Optical Rotation]

[α]/D -28.5±2°, c = 1 in DMF
[Water Solubility ]

Immiscible with water.
[Sensitive ]

Moisture Sensitive
[InChI]

InChI=1S/C10H20N2O2/c1-10(2,3)14-9(13)12-6-4-5-8(11)7-12/h8H,4-7,11H2,1-3H3/t8-/m1/s1
[InChIKey]

AKQXKEBCONUWCL-MRVPVSSYSA-N
[SMILES]

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

188111-79-7(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P264-P270-P301+P312-P302+P352-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
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 .
[RIDADR ]

UN2735
[WGK Germany ]

3
[F ]

10-34
[REACH Registrations]

Active
[HazardClass ]

8
[PackingGroup ]

III
[HS Code ]

29333990
[Storage Class]

10 - Combustible liquids
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Chemical Properties]

Yellow liquid
[Uses]

(R)-(-)-3-Amino-1-Boc-piperidine is used as an intermediate in the manufacture of various substances such as pharmaceuticals.
[General Description]

(R)-3-Amino-1-Boc-piperidine can be used as a precursor for the preparation of dipeptidyl peptidase IV inhibitors like linagliptin, alogliptin, and other antidiabetic agents.
[Synthesis]

1-PIPERIDINECARBOXYLIC ACID, 3-(AMINOCARBONYL)-, 1,1-DIMETHYLETHYL ESTER, (3R)-

915226-43-6

(R)-1-Boc-3-Aminopiperidine

188111-79-7

The general procedure for the synthesis of (R)-1- tert-butyl tert-butyloxycarbonyl-3-aminopiperidine from (R)-3-carbamoylpiperidine-1-carboxylic acid is as follows: in Example 28, (R)-1-(tert-butoxycarbonyl)-3-aminopiperidine was prepared as follows: firstly, (R)-1-(tert-butoxycarbonyl)piperidine amide (9 g of a solution, wherein the net weight of (R)-1 -(tert-butoxycarbonyl)piperidine amide is 0.7 g), sodium hydroxide (1.3 g, 10 equiv) and sodium hypochlorite aqueous solution (2.2 g, 10 equiv) are combined. Oxycarbonyl)piperidinamide has a net weight of 0.7 g), sodium hydroxide (1.3 g, 10 eq.) and aqueous sodium hypochlorite (2.2 g, 1.1 eq.) were mixed. The reaction mixture was stirred at 15 to 25°C for 16 hours. Upon completion of the reaction, the aqueous layer was separated and removed, followed by evaporation of the solvent under reduced pressure. Toluene (10 mL) and saturated brine (5 mL) were added to the residue and the aqueous layer was again separated and removed. Finally, the solvent was evaporated under reduced pressure to afford (R)-1-tert-butoxycarbonyl-3-aminopiperidine, the product was a yellow oil (0.7 g, net weight: 0.5 g, yield: 80%).

[References]

[1] Patent: US2010/105917, 2010, A1. Location in patent: Page/Page column 21
Spectrum DetailBack Directory
[Spectrum Detail]

(R)-1-Boc-3-Aminopiperidine(188111-79-7)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

(R)-(-)-3-Amino-1-Boc-piperidine, 98%(188111-79-7)
[Sigma Aldrich]

188111-79-7(sigmaaldrich)
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