N-BOC-7-azaspiro[3.5]nonan-1-ol

Base Information

• Chemical Name: N-BOC-7-azaspiro[3.5]nonan-1-ol
• CAS No.: 1338247-76-9
• Molecular Formula: C₁₃H₂₃NO₃
• Molecular Weight: 241.331
• Mol file: 1338247-76-9.mol

Synonyms:

Chemical Property of N-BOC-7-azaspiro[3.5]nonan-1-ol

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

tert-butyl3-hydroxy-7-azaspiro[3.5]nonane-7-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-BOC-7-azaspiro[3.5]nonan-1-ol

There total 4 articles about N-BOC-7-azaspiro[3.5]nonan-1-ol 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: 87.0%

tert-butyl-1-oxo-7-azaspiro[3.5]-nonane-7-carboxylate (849203-60-7) → 1-hydroxy-7-azaspiro[1-3]nonan-7-tert-butyl carboxylate (1338247-76-9)

Guidance literature:

With methanol; sodium tetrahydroborate; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00070

Reference yield:

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 1-hydroxy-7-azaspiro[1-3]nonan-7-tert-butyl carboxylate (1338247-76-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium tert-butylate / tetrahydrofuran / 1.5 h / Inert atmosphere; Reflux

1.2: 2 h / Inert atmosphere; Reflux

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: 0.5 h / Inert atmosphere; Acidic conditions

4.1: sodium tetrahydroborate; methanol / 1 h / 0 - 20 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; potassium tert-butylate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.orglett.1c00070

Reference yield:

tert-butyl 4-cyclopropylidenepiperidine-1-carboxylate → 1-hydroxy-7-azaspiro[1-3]nonan-7-tert-butyl carboxylate (1338247-76-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2: 0.5 h / Inert atmosphere; Acidic conditions

3: sodium tetrahydroborate; methanol / 1 h / 0 - 20 °C / Inert atmosphere

With methanol; sodium tetrahydroborate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/acs.orglett.1c00070

upstream raw materials:

tert-butyl-1-oxo-7-azaspiro[3.5]-nonane-7-carboxylate

N-tert-butyloxycarbonylpiperidin-4-one

tert-butyl 10-oxa-7-azadispiro[2.0.5.1]decane-7-carboxylate

Refernces