9-Hydroxy-3-aza-spiro[5.5]undecane-3-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 9-Hydroxy-3-aza-spiro[5.5]undecane-3-carboxylic acid tert-butyl ester
• CAS No.: 918644-73-2
• Molecular Formula: C15H27NO3
• Molecular Weight: 269.384
• Mol file: 918644-73-2.mol

Synonyms:3-BOC-9-HYDROXY-3-AZASPIRO[5.5]UNDECANE;9-hydroxy-3-aza-spiro[5.5]undecane-3-carboxylic acid tert-butyl ester;tert-Butyl 9-hydroxy-3-azaspiro[5.5]undecan-3-carboxylate;

Chemical Property of 9-Hydroxy-3-aza-spiro[5.5]undecane-3-carboxylic acid tert-butyl ester

Chemical Property:

• PSA: 49.77000
• LogP: 2.87650
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99%, ^*data from raw suppliers

9-Hydroxy-3-aza-spiro[5.5]undecane-3-carboxylicacidtert-butylester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9-Hydroxy-3-aza-spiro[5.5]undecane-3-carboxylic acid tert-butyl ester

There total 1 articles about 9-Hydroxy-3-aza-spiro[5.5]undecane-3-carboxylic acid tert-butyl ester 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: 99.0%

9-oxo-3-azaspiro[5.5]undecane-3-carboxylic acid tert-butyl ester (873924-08-4) → tert-butyl 9-hydroxy-3-azaspiro[5.5 ]undecane-3-carboxylate (918644-73-2)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at -10 - 25 ℃; for 12h; Inert atmosphere;

Reference yield:

tert-butyl 9-hydroxy-3-azaspiro[5.5 ]undecane-3-carboxylate (918644-73-2) → 9-(3,4-dichloro-phenoxy)-3-aza-spiro[5.5]undecane-3-carboxylic acid tert-butyl ester (918644-74-3)

Guidance literature:

3,4-dichlorophenol; With di-isopropyl azodicarboxylate; triphenylphosphine; In diethyl ether; at 0 ℃; for 0.833333h;

tert-butyl 9-hydroxy-3-azaspiro[5.5 ]undecane-3-carboxylate; In diethyl ether; at 0 - 20 ℃;

Reference yield:

tert-butyl 9-hydroxy-3-azaspiro[5.5 ]undecane-3-carboxylate (918644-73-2) → 6-amino-3-chloro-2-((3-methyl-3-azaspiro[5.5]undecan-9-yl)sulfonyl)phenol dihydrochloride

Guidance literature:

Multi-step reaction with 6 steps

1: triethylamine / dichloromethane / 1 h / 0 °C

2: potassium carbonate / N,N-dimethyl-formamide / 120 °C

3: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 3 h / 20 °C

4: dichloromethane / 20 °C

5: acetic acid; sodium tris(acetoxy)borohydride / N,N-dimethyl-formamide / 0.33 h / 0 °C

6: hydrogenchloride / 1,4-dioxane; water / 120 °C

With hydrogenchloride; sodium tris(acetoxy)borohydride; potassium carbonate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/acsmedchemlett.5b00489

upstream raw materials:

9-oxo-3-azaspiro[5.5]undecane-3-carboxylic acid tert-butyl ester

Downstream raw materials:

9-(3,4-dichloro-phenoxy)-3-aza-spiro[5.5]undecane-3-carboxylic acid tert-butyl ester

9-oxo-3-azaspiro[5.5]undecane-3-carboxylic acid tert-butyl ester

9-amino-3-azaspiro[5.5]undecane-3-carboxylic acid tert-butyl ester

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