| Identification | Back Directory | [Name]
N-Boc-endo-3-aminotropane | [CAS]
207405-68-3 | [Synonyms]
N-Boc-endo-3-aminotropane
endo-3-Amino-8-Boc-8-azab...
N-Boc-3-amino-8-azabicyclo[3.2.1]octane
endo-3-Amino-8-Boc-8-azabicyclo[3.2.1]octane
tert-Butyl endo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate
tert-butyl (1S,5R)-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate
tert-butyl (1R,3r,5S)-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate
1,1-DiMethylethyl 3-endo-aMino-8-azabicyclo[3.2.1]octane-8-carboxylate
(1R,3s,5S)-rel-tert-Butyl 3-aMino-8-azabicyclo[3.2.1]octane-8-carboxylate
endo-3-Amino-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester
(3-endo)-3-Amino-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester
Racemic-(1R,3R,5S)-Tert-Butyl 3-Amino-8-Azabicyclo[3.2.1]Octane-8-Carboxylate
8-Azabicyclo[3.2.1]octane-8-carboxylic acid, 3-amino-, 1,1-dimethylethyl ester, (3-endo)- | [Molecular Formula]
C13H24N2O2 | [MDL Number]
MFCD11045781 | [MOL File]
207405-68-3.mol | [Molecular Weight]
226.32 |
| Chemical Properties | Back Directory | [Boiling point ]
313.2±35.0 °C(Predicted) | [density ]
1.084 | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [pka]
10.12±0.20(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1/C12H22N2O2/c1-12(2,3)16-11(15)14-9-4-5-10(14)7-8(13)6-9/h8-10H,4-7,13H2,1-3H3/t9-,10-/s3 | [InChIKey]
NZJKEPNCNBWESN-DPIMBTEZNA-N | [SMILES]
C(=O)(OC(C)(C)C)N1[C@H]2CC[C@H]1C[C@H](N)C2 |&1:8,11,13,r| | [CAS DataBase Reference]
207405-68-3 |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
N-Boc-endo-3-aminotropane is used as a reagent in the synthesis of tropane-derived CCR5 receptor antagonists. | [Synthesis]
TERT-BUTYL (1R,3R,5S)-3-(BENZYLAMINO)-8-AZABICYCLO[3.2.1]OCTANE-8-CARBOXYLATE (Compound 3b, 7.0 g, 22.2 mmol) was used as a raw material, which was mixed with ammonium formate (7.0 g, 111 mmol) and 20% palladium hydroxide /carbon catalyst (0.7 g) in ethanol (200 ml). The reaction mixture was stirred at 50°C for 2 hours. After completion of the reaction, it was cooled to room temperature and the catalyst was removed by filtration. The filtrate was concentrated by rotary evaporation and purified by column chromatography to afford the target product tert-butyl endo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate (Compound 3c, 4.7 g, 94% yield). | [References]
[1] Patent: US2017/44187, 2017, A1. Location in patent: Paragraph 0183; 0185
[2] Journal of Medicinal Chemistry, 2008, vol. 51, # 20, p. 6538 - 6546
[3] Patent: EP937069, 2006, B1. Location in patent: Page/Page column 74
[4] Patent: US2005/131011, 2005, A1. Location in patent: Page/Page column 18
[5] Journal of Medicinal Chemistry, 2011, vol. 54, # 11, p. 3756 - 3767 |
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