(S)-3-Amino-1-N-Boc-piperidine

Bezeichnung:(S)-3-Amino-1-N-Boc-piperidine

CAS-Nr625471-18-3

Englisch Name:(S)-3-Amino-1-N-Boc-piperidine

CBNumberCB0258317

SummenformelC10H20N2O2

Molgewicht200.28

MOL-Datei625471-18-3.mol

(S)-3-Amino-1-N-Boc-piperidine physikalisch-chemischer Eigenschaften

alpha	-28.5 º (c=1, DMF)
Siedepunkt	277.3±33.0 °C(Predicted)
Dichte	1.02
Brechungsindex	1.4690-1.4730
Flammpunkt	122℃
storage temp.	Keep in dark place,Inert atmosphere,2-8°C
Löslichkeit	Soluble in dimethylsulfoxide.
pka	10.35±0.20(Predicted)
Aggregatzustand	Gum or Semi-Solid
Farbe	Colorless to yellow
Optische Rotation	[α]/D +32.0±3°, c = 1 in DMF
Sensitive	Air 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-/m0/s1
InChIKey	AKQXKEBCONUWCL-QMMMGPOBSA-N
SMILES	N1(C(OC(C)(C)C)=O)CCC[C@H](N)C1
CAS Datenbank	625471-18-3(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22-36/37/38
S-Sätze:	26
RIDADR	2735
WGK Germany	3
F	10-34
HazardClass	8
HS Code	29333990
Speicherklasse	10 - Combustible liquids
Hazard Classifications	Acute Tox. 4 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3

Gefahreninformationscode (GHS)

(S)-3-Amino-1-N-Boc-piperidine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Chemische Eigenschaften
Light yellow liquid
Verwenden
(S)-(+)-3-Amino-1-Boc-piperidine is used to prepare selective noncovalent inhibitors of the bacterial cysteine protease IdeS. The product obtained by the reductive elimination reaction with ethylglyoxalte is used as a reference compound, which is used to determine the absolute configuration of the two enantiomers.
Synthese

1271240-70-0

625471-18-3

General procedure for the synthesis of (S)-1-Boc-3-aminopiperidine from the compound (CAS:1271240-70-0): the azido derivative 42a (6.77 g, 29.9 mmol) was mixed with Pd/C catalyst (150 mg) in ethanol (200 mL) and subjected to a hydrogenation reaction at atmospheric pressure overnight. Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration followed by evaporation of the solvent. The product 43a was obtained as a colorless liquid in 90% yield (5.39 g, 26.9 mmol) without further purification. The 1H NMR, 13C NMR and IR spectral data of the product were in agreement with those reported in the literature30 . High-resolution mass spectrometry (HRMS, ESI) analysis showed a calculated and measured value of 201.1598 for C10H21O2N2 ([M + H]+); the specific spin [α]D20 was +26.0 (c 0.308, EtOH).
Einzelnachweise
[1] Tetrahedron, 2011, vol. 67, # 7, p. 1485 - 1500
[2] Patent: WO2005/305, 2005, A1. Location in patent: Page 60
[3] Patent: WO2005/20976, 2005, A2. Location in patent: Page/Page column 239
[4] Patent: WO2005/60949, 2005, A2. Location in patent: Page/Page column 238

(S)-3-Amino-1-N-Boc-piperidine Upstream-Materialien And Downstream Produkte

(S)-3-Amino-1-N-Boc-piperidine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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