(S)-(-)-1-tert-Butoxycarbonyl-3-aminopyrrolidine

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CAS:147081-44-5
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CAS:147081-44-5
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(S)-(-)-1-tert-Butoxycarbonyl-3-aminopyrrolidine manufacturers

(S)-(-)-1-tert-Butoxycarbonyl-3-aminopyrrolidine Basic information
Product Name:(S)-(-)-1-tert-Butoxycarbonyl-3-aminopyrrolidine
Synonyms:(s)-n-boc-3-aminopyrrolidine;tert-Butyl (3S)-3-aminopyrrolidine-1-carboxylate;tert-Butyl (3S)-3-aminopyrrolidine-1-carboxylate, (3S)-3-Amino-1-(tert-butoxycarbonyl)pyrolidine;1-t-butoxycarbonyl-3-S-aMinopyrrolidine;(3S)-(-)-1-Boc-3-aminopyrrolidine (3S)-(-)-3-Amino-1-(tert-butoxycarbonyl)pyrrolidine (3S)-(-)-3-Amino-1-Boc-pyrrolidine;(S)-3-Amino-n-boc-pyrr;(S)-3-Amino-1-Boc-pyrroli...;(3S)-3-Aminopyrrolidine, N1-BOC protected
CAS:147081-44-5
MF:C9H18N2O2
MW:186.25
EINECS:627-302-0
Product Categories:Chiral Building Blocks;Heterocyclic Building Blocks;Pyrrolidines;Benzenes;3-Aminopyrrolidines;Chiral 3-Aminopyrrolidines;pharmacetical;chiral;Pyrrole&Pyrrolidine&Pyrroline
Mol File:147081-44-5.mol
(S)-(-)-1-tert-Butoxycarbonyl-3-aminopyrrolidine Structure
(S)-(-)-1-tert-Butoxycarbonyl-3-aminopyrrolidine Chemical Properties
alpha -2 º (c=1, chloroform)
Boiling point 216-217 °C(lit.)
density 1.067 g/mL at 25 °C(lit.)
refractive index n20/D 1.4720(lit.)
Fp 196 °F
storage temp. Keep in dark place,Inert atmosphere,2-8°C
pka9.55±0.20(Predicted)
form Liquid
color Clear colorless to yellow
Optical Rotation[α]20/D 2°, c = 1 in chloroform
Sensitive Air Sensitive
BRN 8312125
InChIInChI=1S/C9H18N2O2/c1-9(2,3)13-8(12)11-5-4-7(10)6-11/h7H,4-6,10H2,1-3H3/t7-/m0/s1
InChIKeyCMIBWIAICVBURI-ZETCQYMHSA-N
SMILESN1(C(OC(C)(C)C)=O)CC[C@H](N)C1
CAS DataBase Reference147081-44-5(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,C,Xi
Risk Statements 22-41
Safety Statements 26
RIDADR UN 2810 6.1/PG 3
WGK Germany 2
HazardClass 8
PackingGroup III
HS Code 29339900
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsAcute Tox. 3 Oral
Eye Dam. 1
MSDS Information
ProviderLanguage
(S)-(-)-1-tert-Butoxycarbonyl-3-aminopyrrolidine English
SigmaAldrich English
ALFA English
(S)-(-)-1-tert-Butoxycarbonyl-3-aminopyrrolidine Usage And Synthesis
Chemical PropertiesColorless to light yellow liqui
Uses(S)-(-)-1-Boc-3-aminopyrrolidine may be used to prepare:
  • Descarboxamide analog of 4-N-(Nω-nitro-L-argininyl)-trans-4-amino-L-proline amide.
  • Histamine 3 (H3) receptor antagonists containing pyrrolidin-3-yl-N-methylbenzamide moiety.
Synthesis
(3S)-1-Boc-3-azido-pyrrolidine

125552-56-9

(S)-(-)-1-tert-Butoxycarbonyl-3-aminopyrrolidine

147081-44-5

To a solution of compound 178 (2.0 g, 9.42 mmol, 1.0 eq.) in methanol (40 mL) was added palladium carbon (1.0 g, 0.94 mmol, 0.1 eq.). The reaction mixture was subjected to hydrogenation at atmospheric pressure and room temperature for 6 hours. After completion of the reaction, the reaction mixture was filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure. The target compound (S)-1-Boc-3-aminopyrrolidine was obtained as a yellow oil (1.7 g, 97% yield).

References[1] Patent: US2009/221565, 2009, A1. Location in patent: Page/Page column 51
[2] Patent: WO2016/34134, 2016, A1. Location in patent: Paragraph 00470
[3] Patent: CN105399698, 2016, A. Location in patent: Paragraph 1340-1342
[4] Patent: WO2005/811, 2005, A1. Location in patent: Page/Page column 61
[5] Patent: WO2005/20975, 2005, A2. Location in patent: Page/Page column 221
Tag:(S)-(-)-1-tert-Butoxycarbonyl-3-aminopyrrolidine(147081-44-5) Related Product Information
(S)-(-)-1-tert-Butoxycarbonyl-3-aminopyrrolidine (2R,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate (2S,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate hydrochloride N-Boc-cis-4-Fmoc-Amino-L-proline (3R,4R)-tert-Butyl 3-amino-4-hydroxypyrrolidine-1-carboxylate (1S,4S)-2-BOC-2,5-DIAZABICYCLO[2.2.1]HEPTANE (2S,4S)-1-tert-Butyl 2-methyl 4-aminopyrrolidine-1,2-dicarboxylate (3r)-(+)-1-(tert-butoxycarbonyl)-3-aminopyrrolidine,(R)-(+)-N-tert-Butoxycarbonyl-3-aminopyrrolidine 1-TERT-BUTOXYCARBONYL-3-AMINOPYRROLIDINE (S)-3-Aminopyrrolidine 3-Aminopyrrolidine trans-3-Amino-4-(4-methylphenyl)pyrrolidine, N-BOC protected (S)-(+)-N-BOC-3-N-FMOC-AMINOPYRROLIDINE& 3-AMINO-4-PHENYLPYRROLIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER (S)-1-BOC-3-N-(PYRIDIN-4-YLMETHYL)-AMINO-PYRROLIDINE (S)-(+)-N-BOC-4-AMINO-L-PROLINE, 97 (2S,4S)-BOC-4-(BOC-AMINO)-PROLINE (2S,4S)-1-BOC-2-HYDROXYMETHYL-4-AMINO PYRROLIDINE-HCL

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