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

Base Information

• Chemical Name: tert-butyl 7-hydroxy-2-azaspiro[3.5]nonane-2-carboxylate
• CAS No.: 1363383-18-9
• Molecular Formula: C13H23NO3
• Molecular Weight: 241.32662
• Hs Code.: 2933990090
• Mol file: 1363383-18-9.mol

Synonyms:tert-butyl 7-hydroxy-2-azaspiro[3.5]nonane-2-carboxylate;2-Azaspiro[3.5]nonane-2-carboxylic acid, 7-hydroxy-, 1,1-diMethylethyl ester;7-Hydroxy-2-azaspiro[3.5]nonane-2-carboxylic acid 1,1-dimethylethyl ester

Chemical Property of tert-butyl 7-hydroxy-2-azaspiro[3.5]nonane-2-carboxylate

Chemical Property:

• Boiling Point: 350.7±42.0 °C(Predicted)
• PKA: 15.07±0.20(Predicted)
• PSA: 49.77000
• Density: 1.12±0.1 g/cm3(Predicted)
• LogP: 2.09630
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99%, ^*data from raw suppliers

tert-Butyl7-Hydroxy-2-azaspiro[3.5]nonane-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: tert-Butyl 7-Hydroxy-2-azaspiro[3.5]nonane-2-carboxylate is used as an ATX inhibitors which is useful in the treatment of cancers and fibrotic diseases

Technology Process of tert-butyl 7-hydroxy-2-azaspiro[3.5]nonane-2-carboxylate

There total 8 articles about tert-butyl 7-hydroxy-2-azaspiro[3.5]nonane-2-carboxylate 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: 94.0%

tert-butyl 7-(benzyloxy)-2-azaspiro[3.5]nonane-2-carboxylate (1421270-77-0) → 7-hydroxy-2-azaspiro[3.5]nonane-2-carboxylic acid tert-butyl ester (1363383-18-9)

Guidance literature:

With hydrogen; palladium(II) hydroxide; In methanol; at 20 ℃; for 2h;

Reference yield:

tert-butyl 7-oxo-2-azaspiro[3.5]nonane-2-carboxylate → 7-hydroxy-2-azaspiro[3.5]nonane-2-carboxylic acid tert-butyl ester (1363383-18-9)

Guidance literature:

With methanol; sodium tetrahydroborate; for 0.5h; Cooling with ice;

Reference yield:

4-(benzyloxy)cyclohexanecarboxamide → 7-hydroxy-2-azaspiro[3.5]nonane-2-carboxylic acid tert-butyl ester (1363383-18-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: trifluoroacetic anhydride / 0.5 h / 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran; toluene; n-heptane / 2 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: water; sodium tetrahydroborate / tetrahydrofuran / 18 h / 20 °C

4.1: dmap; triethylamine / dichloromethane / 20 °C

5.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

5.2: 0.17 h / 0 - 20 °C / Cooling with ice

5.3: 16 h / 20 °C

6.1: palladium(II) hydroxide; hydrogen / methanol / 2 h / 20 °C

With dmap; sodium tetrahydroborate; lithium aluminium tetrahydride; water; hydrogen; palladium(II) hydroxide; triethylamine; trifluoroacetic anhydride; lithium diisopropyl amide; In tetrahydrofuran; methanol; n-heptane; dichloromethane; toluene;

upstream raw materials:

4-(benzyloxy)cyclohexanecarboxylic acid

4-(benzyloxy)cyclohexanecarbonitrile

ethyl 4-(benzyloxy)-1-cyanocyclohexanecarboxylate

4-(benzyloxy)-1-(hydroxymethyl)cyclohexanecarbonitrile

Downstream raw materials:

SiO₂

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