1,4-Dioxa-8-azaspiro[4.5]decane, 8-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-

Base Information

• Chemical Name: 1,4-Dioxa-8-azaspiro[4.5]decane, 8-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-
• CAS No.: 862261-25-4
• Molecular Formula: C19H28BNO4
• Molecular Weight: 345.24
• Hs Code.: 2934999090
• Mol file: 862261-25-4.mol

Synonyms:3-(1,4-Dioxa-8-azaspiro[4.5]decan-8-yl)phenylboronic acid pinacol ester;8-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1,4-dioxa-8-azaspiro[4.5]decane;

Chemical Property of 1,4-Dioxa-8-azaspiro[4.5]decane, 8-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-

Chemical Property:

• Boiling Point: 491.2±45.0 °C(Predicted)
• PKA: 4.83±0.40(Predicted)
• PSA: 40.16000
• Density: 1.15
• LogP: 2.39410
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

8-(3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1,4-dioxa-8-azaspiro[4.5]decane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-Dioxa-8-azaspiro[4.5]decane, 8-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-

There total 5 articles about 1,4-Dioxa-8-azaspiro[4.5]decane, 8-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]- 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: 40.0%

trifluoro-methanesulfonic acid 3-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-phenyl ester + bis(pinacol)diborane (73183-34-3) → 8-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1,4-dioxa-8-aza-spiro[4.5]decane (862261-25-4)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane;

DOI:10.1016/j.bmcl.2005.05.043

Reference yield:

3-(1,4-dioxa-8-aza-spiro[4.5]decen-8-yl)-phenol (945732-97-8) → 8-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1,4-dioxa-8-aza-spiro[4.5]decane (862261-25-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / Et₃N / CH₂Cl₂

2: 40 percent / PdCl₂ (dppf); dppf; KOAc / dioxane

With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; triethylamine; In 1,4-dioxane; dichloromethane;

DOI:10.1016/j.bmcl.2005.05.043

Reference yield:

8-(3-triisopropylsilanyloxy-phenyl)-1,4-dioxa-8-aza-spiro[4.5]decane (862261-24-3) → 8-[3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1,4-dioxa-8-aza-spiro[4.5]decane (862261-25-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / tetrabutylammonium fluoride / tetrahydrofuran

2: 85 percent / Et₃N / CH₂Cl₂

3: 40 percent / PdCl₂ (dppf); dppf; KOAc / dioxane

With 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrabutyl ammonium fluoride; potassium acetate; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1016/j.bmcl.2005.05.043

upstream raw materials:

bis(pinacol)diborane

3-(1,4-dioxa-8-aza-spiro[4.5]decen-8-yl)-phenol

8-(3-triisopropylsilanyloxy-phenyl)-1,4-dioxa-8-aza-spiro[4.5]decane

4,4-ethylenedioxy-piperidine

Downstream raw materials:

1-[3-(5-amino-2-furan-2-yl-[1,2,4]triazolo[1,5-c]pyrimidin-7-yl)-phenyl]-piperidin-4-one

4-chloro-6-[3-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-phenyl]-pyrimidin-2-ylamine

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