exo-8-Boc-8-azabicyclo[3.2.1]octane-3-Methanol

Base Information

• Chemical Name: exo-8-Boc-8-azabicyclo[3.2.1]octane-3-Methanol
• CAS No.: 273207-58-2
• Molecular Formula: C13H23NO3
• Molecular Weight: 241.32662
• Mol file: 273207-58-2.mol

Synonyms:exo-8-Boc-8-azabicyclo[3.2.1]octane-3-Methanol;(3-exo)-tert-Butyl 3-(hydroxymethyl)-8-azabicyclo[3.2.1]octane-8-carboxylate

Chemical Property of exo-8-Boc-8-azabicyclo[3.2.1]octane-3-Methanol

Chemical Property:

• PSA: 49.77000
• LogP: 2.09470

Purity/Quality:

97% ^*data from raw suppliers

exo-8-Boc-8-azabicyclo[3.2.1]octane-3-methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of exo-8-Boc-8-azabicyclo[3.2.1]octane-3-Methanol

There total 3 articles about exo-8-Boc-8-azabicyclo[3.2.1]octane-3-Methanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

C15H19N3O2 → tert-butyl rel-(1R,3r,5S)-3-(hydroxymethyl)-8-azabicyclo[3.2.1]octane-8-carboxylate (273376-39-9) + tert-butyl (1R,3S,5S)-3-(hydroxymethyl)-8-azabicyclo[3.2.1]octane-8-carboxylate (273207-58-2)

Guidance literature:

With sodium tetrahydroborate; oxygen; potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; under 760.051 Torr; Overall yield = 45 percent; Overall yield = 20 mg; Molecular sieve;

DOI:10.1055/s-0040-1707184

Reference yield:

tert-butyl exo-3-ethoxycarbonyl-8-azabicyclo[3.2.1]octane-8-carboxylate → tert-butyl (1R,3S,5S)-3-(hydroxymethyl)-8-azabicyclo[3.2.1]octane-8-carboxylate (273207-58-2)

Guidance literature:

With sodium borohydrid; In tetrahydrofuran; methanol; water;

Reference yield:

N-Boc-nortropinone (185099-67-6) → tert-butyl rel-(1R,3r,5S)-3-(hydroxymethyl)-8-azabicyclo[3.2.1]octane-8-carboxylate (273376-39-9) + tert-butyl (1R,3S,5S)-3-(hydroxymethyl)-8-azabicyclo[3.2.1]octane-8-carboxylate (273207-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium acetate / toluene; acetic acid / Heating

2: sodium tetrahydroborate; potassium carbonate; oxygen / N,N-dimethyl-formamide / 50 °C / 760.05 Torr / Molecular sieve

With sodium tetrahydroborate; ammonium acetate; oxygen; potassium carbonate; In acetic acid; N,N-dimethyl-formamide; toluene; 1: |Knoevenagel Condensation;

DOI:10.1055/s-0040-1707184

upstream raw materials:

N-Boc-nortropinone

Downstream raw materials:

(Exo)-3-(2-fluorophenoxymethyl)-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

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