11β-(4-nitrophenyl)spiro[estr-4-ene-17β,2'(5'H)-furan]-3,5'-dione

Base Information

• Chemical Name: 11β-(4-nitrophenyl)spiro[estr-4-ene-17β,2'(5'H)-furan]-3,5'-dione
• CAS No.: 304432-43-7
• Molecular Formula: C₂₇H₂₉NO₅
• Molecular Weight: 447.531
• Mol file: 304432-43-7.mol

Synonyms:11β-(4-nitrophenyl)spiro[estr-4-ene-17β,2'(5'H)-furan]-3,5'-dione

Chemical Property of 11β-(4-nitrophenyl)spiro[estr-4-ene-17β,2'(5'H)-furan]-3,5'-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 11β-(4-nitrophenyl)spiro[estr-4-ene-17β,2'(5'H)-furan]-3,5'-dione

There total 4 articles about 11β-(4-nitrophenyl)spiro[estr-4-ene-17β,2'(5'H)-furan]-3,5'-dione 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: 72.0%

11β-phenylspiro[estr-4-ene-17β,2'(5'H)-furan]-3,5'-dione (304432-42-6) → 11β-(4-nitrophenyl)spiro[estr-4-ene-17β,2'(5'H)-furan]-3,5'-dione (304432-43-7)

Guidance literature:

With nitronium tetrafluoborate; In sulfolane; dichloromethane; at 5 ℃; for 0.5h;

DOI:10.1016/S0040-4020(00)00602-5

Reference yield:

11β-phenylestr-4-ene-3,17-dione → 11β-(4-nitrophenyl)spiro[estr-4-ene-17β,2'(5'H)-furan]-3,5'-dione (304432-43-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: potassium tert-butoxide / tetrahydrofuran / 0.5 h / 0 °C

1.2: 99.7 percent / tetrahydrofuran / 2 h / 0 °C

2.1: 98 percent / pyridine; H₂ / palladium on calcium carbonate / tetrahydrofuran / 0.5 h / 20 °C

3.1: 69 percent / silver carbonate on Celite / toluene / 3 h / Heating

4.1: 72 percent / nitronium tetrafluoroborate / tetrahydrothiophene 1,1-dioxide; CH₂Cl₂ / 0.5 h / 5 °C

With pyridine; nitronium tetrafluoborate; potassium tert-butylate; hydrogen; silver carbonate; palladium on activated charcoal; In tetrahydrofuran; sulfolane; dichloromethane; toluene; 1.1: deprotonation / 1.2: Addition / 2.1: Catalytic hydrogenation / 3.1: Cyclization / 4.1: Nitration;

DOI:10.1016/S0040-4020(00)00602-5

Reference yield:

17β-hydroxy-17α-(3-hydroxyprop-1-ynyl)-11β-phenyl-estr-4-en-3-one (304432-40-4) → 11β-(4-nitrophenyl)spiro[estr-4-ene-17β,2'(5'H)-furan]-3,5'-dione (304432-43-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / pyridine; H₂ / palladium on calcium carbonate / tetrahydrofuran / 0.5 h / 20 °C

2: 69 percent / silver carbonate on Celite / toluene / 3 h / Heating

3: 72 percent / nitronium tetrafluoroborate / tetrahydrothiophene 1,1-dioxide; CH₂Cl₂ / 0.5 h / 5 °C

With pyridine; nitronium tetrafluoborate; hydrogen; silver carbonate; palladium on activated charcoal; In tetrahydrofuran; sulfolane; dichloromethane; toluene; 1: Catalytic hydrogenation / 2: Cyclization / 3: Nitration;

DOI:10.1016/S0040-4020(00)00602-5

upstream raw materials:

11β-phenylspiro[estr-4-ene-17β,2'(5'H)-furan]-3,5'-dione

17β-hydroxy-17α-(3-hydroxyprop-1-ynyl)-11β-phenyl-estr-4-en-3-one

(Z)-17β-hydroxy-17α-(3-hydroxyprop-1-enyl)-11β-phenylestr-4-en-3-one