4'-Iodo-biphenyl-3-carboxylic acid (3R,5S,8S,9R,10S,11S,13S,14S)-11-acetoxy-9-fluoro-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Base Information

• Chemical Name: 4'-Iodo-biphenyl-3-carboxylic acid (3R,5S,8S,9R,10S,11S,13S,14S)-11-acetoxy-9-fluoro-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester
• CAS No.: 143539-77-9
• Molecular Formula: C₃₄H₃₈FIO₅
• Molecular Weight: 672.576
• Mol file: 143539-77-9.mol

Synonyms:

Chemical Property of 4'-Iodo-biphenyl-3-carboxylic acid (3R,5S,8S,9R,10S,11S,13S,14S)-11-acetoxy-9-fluoro-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4'-Iodo-biphenyl-3-carboxylic acid (3R,5S,8S,9R,10S,11S,13S,14S)-11-acetoxy-9-fluoro-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

There total 14 articles about 4'-Iodo-biphenyl-3-carboxylic acid (3R,5S,8S,9R,10S,11S,13S,14S)-11-acetoxy-9-fluoro-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl 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:

4'-Iodo-biphenyl-3-carboxylic acid (3R,5S,8S,9R,10S,11S,13S,14S)-11-acetoxy-17-[1,5-dimethyl-hex-(E)-ylidene]-9-fluoro-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester → 4'-Iodo-biphenyl-3-carboxylic acid (3R,5S,8S,9R,10S,11S,13S,14S)-11-acetoxy-9-fluoro-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester (143539-77-9)

Guidance literature:

With ozone; In dichloromethane; Yield given;

DOI:10.1016/S0040-4039(00)74674-0

Reference yield:

Cholestanol (80-97-7) → 4'-Iodo-biphenyl-3-carboxylic acid (3R,5S,8S,9R,10S,11S,13S,14S)-11-acetoxy-9-fluoro-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester (143539-77-9)

Guidance literature:

Multi-step reaction with 13 steps

1: 96 percent / Ph₃P, DIAD

2: 1.) PhICl₂, 2.) KOH / 1.) irradiation

5: HF

6: KOH

7: 97 percent

8: 1.) BuLi / 1.) -78 deg C

9: 96 percent / HF

10: 10percent pyridine, DMAP / benzene / Heating

11: PhICl₂ / CH₂Cl₂; 2-methyl-propan-2-ol / Irradiation

12: DBU

13: O₃ / CH₂Cl₂

With pyridine; dmap; potassium hydroxide; n-butyllithium; di-isopropyl azodicarboxylate; (Dichloroiodo)benzene; hydrogen fluoride; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; In dichloromethane; tert-butyl alcohol; benzene;

DOI:10.1016/S0040-4039(00)74674-0

Reference yield:

Cholest-Δ9(11)-3-en-3α-yl acetate (37772-03-5) → 4'-Iodo-biphenyl-3-carboxylic acid (3R,5S,8S,9R,10S,11S,13S,14S)-11-acetoxy-9-fluoro-10,13-dimethyl-17-oxo-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester (143539-77-9)

Guidance literature:

Multi-step reaction with 10 steps

2: HF

3: KOH

4: 97 percent

5: 1.) BuLi / 1.) -78 deg C

6: 96 percent / HF

7: 10percent pyridine, DMAP / benzene / Heating

8: PhICl₂ / CH₂Cl₂; 2-methyl-propan-2-ol / Irradiation

9: DBU

10: O₃ / CH₂Cl₂

With pyridine; dmap; potassium hydroxide; n-butyllithium; (Dichloroiodo)benzene; hydrogen fluoride; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; tert-butyl alcohol; benzene;

DOI:10.1016/S0040-4039(00)74674-0

upstream raw materials:

Cholestanol

Cholest-Δ⁹⁽¹¹⁾-3-en-3α-yl acetate

cholest-9(11)-en-3α-ol

9α-fluoro-11β-hydroxy-3α-cholestanol