2-Boc-2-aza-spiro[3.3]heptane-6-Methanol

Base Information

• Chemical Name: 2-Boc-2-aza-spiro[3.3]heptane-6-Methanol
• CAS No.: 1363381-93-4
• Molecular Formula: C12H21NO3
• Molecular Weight: 227.30004
• Mol file: 1363381-93-4.mol

Synonyms:2-Boc-2-aza-spiro[3.3]heptane-6-Methanol

Chemical Property of 2-Boc-2-aza-spiro[3.3]heptane-6-Methanol

Chemical Property:

• Boiling Point: 331.1±15.0 °C(Predicted)
• PKA: 14.94±0.10(Predicted)
• Density: 1.14±0.1 g/cm3(Predicted)

Purity/Quality:

NLT 98% ^*data from raw suppliers

Tert-Butyl6-(Hydroxymethyl)-2-Azaspiro[3.3]Heptane-2-Carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Boc-2-aza-spiro[3.3]heptane-6-Methanol

There total 6 articles about 2-Boc-2-aza-spiro[3.3]heptane-6-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: 100.0%

2-[(tert-butoxy)carbonyl]-2-azaspiro[3.3]heptane-6-carboxylic acid (1211526-53-2) → tert-butyl 6-(hydroxymethyl)-2-azaspiro[3.3]heptane-2-carboxylate (1363381-93-4)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 65 ℃; Inert atmosphere;

Reference yield: 83.0%

chlorobromomethane (74-97-5) + tert-butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-azaspiro[3.3]heptane-2-carboxylate → tert-butyl 6-(hydroxymethyl)-2-azaspiro[3.3]heptane-2-carboxylate (1363381-93-4)

Guidance literature:

chlorobromomethane; tert-butyl 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-azaspiro[3.3]heptane-2-carboxylate; With methyllithium lithium bromide; In tetrahydrofuran; diethyl ether; at -78 - 25 ℃; Inert atmosphere;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; water; at 0 - 25 ℃; for 1h;

DOI:10.1021/acs.orglett.1c02645

Reference yield:

tert-butyl 2-azaspiro[3.3]hept-5-ene-2-carboxylate → tert-butyl 6-(hydroxymethyl)-2-azaspiro[3.3]heptane-2-carboxylate (1363381-93-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(l) chloride; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; potassium tert-butylate / tetrahydrofuran / 0.25 h / Glovebox

1.2: 12 h / 25 °C / Glovebox

2.1: methyllithium lithium bromide / tetrahydrofuran; diethyl ether / -78 - 25 °C / Inert atmosphere

2.2: 1 h / 0 - 25 °C

With methyllithium lithium bromide; potassium tert-butylate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; copper(l) chloride; In tetrahydrofuran; diethyl ether;

DOI:10.1021/acs.orglett.1c02645

upstream raw materials:

2-[(tert-butoxy)carbonyl]-2-azaspiro[3.3]heptane-6-carboxylic acid

2-hydroxy-7-azaspiro[3.5]nonane-7-carboxylic acid tert-butyl ester

chlorobromomethane

tert-butyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate

Refernces

• 1、 -. "ANTAGONISTS OF THE MUSCARINIC ACETYLCHOLINE RECEPTOR M4". Paragraph 00221. . Retrieved 2019/07/13.