9-[di(phenyloxy)phosphoryloxy]-8-(tert-butoxycarbonyl)-8-azaspiro[4.5]deca-9-en-7-one

Base Information

• Chemical Name: 9-[di(phenyloxy)phosphoryloxy]-8-(tert-butoxycarbonyl)-8-azaspiro[4.5]deca-9-en-7-one
• CAS No.: 908254-92-2
• Molecular Formula: C₂₆H₃₀NO₇P
• Molecular Weight: 499.5
• Mol file: 908254-92-2.mol

Synonyms:9-[di(phenyloxy)phosphoryloxy]-8-(tert-butoxycarbonyl)-8-azaspiro[4.5]deca-9-en-7-one

Chemical Property of 9-[di(phenyloxy)phosphoryloxy]-8-(tert-butoxycarbonyl)-8-azaspiro[4.5]deca-9-en-7-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-[di(phenyloxy)phosphoryloxy]-8-(tert-butoxycarbonyl)-8-azaspiro[4.5]deca-9-en-7-one

There total 1 articles about 9-[di(phenyloxy)phosphoryloxy]-8-(tert-butoxycarbonyl)-8-azaspiro[4.5]deca-9-en-7-one 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: 74.0%

8-(tert-butoxycarbonyl)-7,9-dioxo-8-azaspiro[4.5]decane (854280-06-1) + chlorophosphoric acid diphenyl ester (2524-64-3) → 9-[di(phenyloxy)phosphoryloxy]-8-(tert-butoxycarbonyl)-8-azaspiro[4.5]deca-9-en-7-one (908254-92-2)

Guidance literature:

8-(tert-butoxycarbonyl)-7,9-dioxo-8-azaspiro[4.5]decane; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1.5h;

chlorophosphoric acid diphenyl ester; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1021/jo0607360

Reference yield: 77.0%

9-[di(phenyloxy)phosphoryloxy]-8-(tert-butoxycarbonyl)-8-azaspiro[4.5]deca-9-en-7-one (908254-92-2) + phenylboronic acid (98-80-6) → 8-(tert-butoxycarbonyl)-9-phenyl-8-azaspiro[4.5]deca-9-en-7-one (908254-93-3)

Guidance literature:

With sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; ethanol; water; for 2h; Heating;

DOI:10.1021/jo0607360

Reference yield:

9-[di(phenyloxy)phosphoryloxy]-8-(tert-butoxycarbonyl)-8-azaspiro[4.5]deca-9-en-7-one (908254-92-2) → 8-(tert-butoxycarbonyl)-7-(furan-2-yl)-9-phenyl-8-azaspiro[4.5]deca-6,9-diene

Guidance literature:

Multi-step reaction with 3 steps

1.1: 77 percent / Na₂CO₃ / PdCl₂(PPh₃)2 / tetrahydrofuran; H₂O; ethanol / 2 h / Heating

2.1: LiHMDS / tetrahydrofuran / 1.5 h / -78 °C

2.2: 78 percent / tetrahydrofuran / 2 h / -78 °C

3.1: 79 percent / Na₂CO₃ / PdCl₂(PPh₃)2 / tetrahydrofuran; H₂O; ethanol / 3 h / Heating

With sodium carbonate; lithium hexamethyldisilazane; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; ethanol; water; 1.1: Suzuki-Miyaura coupling / 3.1: Suzuki-Miyaura coupling;

DOI:10.1021/jo0607360

upstream raw materials:

8-(tert-butoxycarbonyl)-7,9-dioxo-8-azaspiro[4.5]decane

chlorophosphoric acid diphenyl ester

Downstream raw materials:

8-(tert-butoxycarbonyl)-9-phenyl-8-azaspiro[4.5]deca-9-en-7-one

7-[di(phenyloxy)phosphoryloxy]-8-(tert-butoxycarbonyl)-9-phenyl-8-azaspiro[4.5]deca-6,9-diene