6-Boc-6-Aza-spiro[3.4]octane-2-Methanol

Base Information

• Chemical Name: 6-Boc-6-Aza-spiro[3.4]octane-2-Methanol
• CAS No.: 203662-48-0
• Molecular Formula: C13H23NO3
• Molecular Weight: 241.32662
• Mol file: 203662-48-0.mol

Synonyms:6-Boc-6-Aza-spiro[3.4]octane-2-Methanol;tert-butyl 2-(hydroxymethyl)-6-azaspiro[3.4]octane-6-carboxylate

Chemical Property of 6-Boc-6-Aza-spiro[3.4]octane-2-Methanol

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl 2-(hydroxymethyl)-6-azaspiro[3.4]octane-6-carboxylate 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-Boc-6-Aza-spiro[3.4]octane-2-Methanol

There total 5 articles about 6-Boc-6-Aza-spiro[3.4]octane-2-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: 91.0%

tert-butyl 2-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)-6-azaspiro[3.4]octane-6-carboxylate → tert-butyl 2-(hydroxymethyl)-6-azaspiro[3.4]octane-6-carboxylate (203662-48-0)

Guidance literature:

With sodium perborate monohydrate; In tetrahydrofuran; water; at 20 ℃; for 2h;

DOI:10.1021/acs.jmedchem.0c01479

Reference yield:

methyl 1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate (122684-33-7) → tert-butyl 2-(hydroxymethyl)-6-azaspiro[3.4]octane-6-carboxylate (203662-48-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium hexamethyldisilazane / hexane; 2-methyltetrahydrofuran / 0.17 h / -78 °C / Inert atmosphere

1.2: 0.5 h / -78 - 20 °C / Inert atmosphere

2.1: lithium borohydride / tetrahydrofuran / 34 h / 0 - 20 °C

3.1: iodine; triphenylphosphine; 1H-imidazole / toluene / 16 h / 80 °C

4.1: copper(l) chloride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium tert-butylate / tetrahydrofuran / 0.02 h / 30 °C / Inert atmosphere

4.2: 48 h / 30 °C / Inert atmosphere

5.1: sodium perborate monohydrate / tetrahydrofuran; water / 2 h / 20 °C

With 1H-imidazole; lithium borohydride; sodium perborate monohydrate; potassium tert-butylate; iodine; triphenylphosphine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; copper(l) chloride; lithium hexamethyldisilazane; In tetrahydrofuran; 2-methyltetrahydrofuran; hexane; water; toluene;

DOI:10.1021/acs.jmedchem.0c01479

Reference yield:

tert-butyl 3-allyl-3-(hydroxymethyl)pyrrolidine-1-carboxylate → tert-butyl 2-(hydroxymethyl)-6-azaspiro[3.4]octane-6-carboxylate (203662-48-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: iodine; triphenylphosphine; 1H-imidazole / toluene / 16 h / 80 °C

2.1: copper(l) chloride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium tert-butylate / tetrahydrofuran / 0.02 h / 30 °C / Inert atmosphere

2.2: 48 h / 30 °C / Inert atmosphere

3.1: sodium perborate monohydrate / tetrahydrofuran; water / 2 h / 20 °C

With 1H-imidazole; sodium perborate monohydrate; potassium tert-butylate; iodine; triphenylphosphine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; copper(l) chloride; In tetrahydrofuran; water; toluene;

DOI:10.1021/acs.jmedchem.0c01479

upstream raw materials:

methyl 1-tert-butoxycarbonyl-3-pyrrolidinecarboxylate

1-(tert-butyl) 3-methyl 3-allylpyrrolidine-1,3-dicarboxylate

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