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N-Boc-endo-3-aminotropane

Catalog Number: EVT-1486777

CAS Number: 207405-68-3

Molecular Formula: C₁₂H₂₂N₂O₂

Molecular Weight: 226.32

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Product Introduction

Description

N-Boc-endo-3-aminotropane is a chemical compound with the molecular formula C12H22N2O2. It is a white solid and is used as a reagent in the synthesis of tropane-derived CCR5 receptor antagonists.

Synthesis Analysis

The synthesis of N-Boc-endo-3-aminotropane involves the reaction of compound 3b (7.0 g, 22.2 mmol), ammonium formate (7.0 g, 111 mmol), and 20% palladium hydroxide/carbon (0.7 g) dispersed in ethanol (200 ml) for 2 hours at 50° C. After cooling, the reaction solution is filtered by suction. The filtrate is then subjected to rotary evaporation and column chromatography separation to give compound 3c (4.7 g, 94%).

Molecular Structure Analysis

The molecular structure of N-Boc-endo-3-aminotropane consists of a Boc protecting group attached to the nitrogen atom and a tropane ring. The exact mass of the compound is 240.183777.

Physical And Chemical Properties Analysis

N-Boc-endo-3-aminotropane has a molecular weight of 226.32. It has a predicted boiling point of 313.2±35.0 °C and a density of 1.084. The compound should be stored under inert gas (nitrogen or Argon) at 2–8 °C.

Properties

CAS Number

207405-68-3

Product Name

N-Boc-endo-3-aminotropane

IUPAC Name

tert-butyl (1R,5S)-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate

Molecular Formula

C₁₂H₂₂N₂O₂

Molecular Weight

226.32

InChI

InChI=1S/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/t8?,9-,10+

SMILES

CC(C)(C)OC(=O)N1C2CCC1CC(C2)N

Synonyms

(3-endo)-3-Amino-8-azabicyclo[3.2.1]octane-8-carboxylic Acid 1,1-Dimethylethyl Ester; endo-3-Amino-8-azabicyclo[3.2.1]octane-8-carboxylic Acid 1,1-Dimethylethyl Ester; (3-endo)-3-Amino-8-azabicyclo[3.2.1]octane-8-carboxylic Acid tert-Butyl Ester; end

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