methyl 3α-acetoxy-7α-(3'-iodobenozyl)oxy-17α-chloro-5β-cholan-24-oate

Base Information

• Chemical Name: methyl 3α-acetoxy-7α-(3'-iodobenozyl)oxy-17α-chloro-5β-cholan-24-oate
• CAS No.: 651323-32-9
• Molecular Formula: C₃₄H₄₆ClIO₆
• Molecular Weight: 713.093
• Mol file: 651323-32-9.mol

Synonyms:methyl 3α-acetoxy-7α-(3'-iodobenozyl)oxy-17α-chloro-5β-cholan-24-oate

Chemical Property of methyl 3α-acetoxy-7α-(3'-iodobenozyl)oxy-17α-chloro-5β-cholan-24-oate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3α-acetoxy-7α-(3'-iodobenozyl)oxy-17α-chloro-5β-cholan-24-oate

There total 6 articles about methyl 3α-acetoxy-7α-(3'-iodobenozyl)oxy-17α-chloro-5β-cholan-24-oate 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: 96.0%

methyl 3α-acetoxy,7α-(3'-iodobenzoyl)oxy-5β-cholan-24-oate (651323-31-8) → methyl 3α-acetoxy-7α-(3'-iodobenozyl)oxy-17α-chloro-5β-cholan-24-oate (651323-32-9)

Guidance literature:

With (Dichloroiodo)benzene; tert-butyl alcohol; In dichloromethane; at 0 ℃; for 1h; Photolysis; Inert atmosphere;

DOI:10.1021/ml200256d

Reference yield:

chenodeoxycholic acid (474-25-9) → methyl 3α-acetoxy-7α-(3'-iodobenozyl)oxy-17α-chloro-5β-cholan-24-oate (651323-32-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: HCl / 10 h / 20 °C

1.2: 78 percent / pyridine / CH₂Cl₂ / 6 h / 20 °C

2.1: 50 percent / CaH₂; BnNEt₃⁽¹⁺⁾*Cl^(1-) / toluene / 13 h / Heating

3.1: 0.70 g / dichloroiodobenzene / CH₂Cl₂; 2-methyl-propan-2-ol / 1 h / 0 °C / Photolysis

With hydrogenchloride; calcium hydride; dichloroiodobenzene; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; toluene; tert-butyl alcohol;

DOI:10.1021/ol036073f

Reference yield:

(4R)-methyl 4-((3R,5R,7R,10S,13R,17R)-3-acetoxy-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate (19684-68-5) → methyl 3α-acetoxy-7α-(3'-iodobenozyl)oxy-17α-chloro-5β-cholan-24-oate (651323-32-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / CaH₂; BnNEt₃⁽¹⁺⁾*Cl^(1-) / toluene / 13 h / Heating

2: 0.70 g / dichloroiodobenzene / CH₂Cl₂; 2-methyl-propan-2-ol / 1 h / 0 °C / Photolysis

With calcium hydride; dichloroiodobenzene; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; toluene; tert-butyl alcohol;

DOI:10.1021/ol036073f

upstream raw materials:

methyl 3α-acetoxy,7α-(3'-iodobenzoyl)oxy-5β-cholan-24-oate

3-iodobenzoyl chloride

chenodeoxycholic acid

(4R)-methyl 4-((3R,5R,7R,10S,13R,17R)-3-acetoxy-7-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

Downstream raw materials:

3α,16α,24-trihydroxy-7α-(3'-iodobenozyl)oxy-5β-cholane

methyl 7α-(3'-iodobenozyl)oxy-3,16-dihydroxy-5β-cholan-24-oate

methyl 3α,16β-dihydroxy-7α-(3'-iodobenozyl)oxy-5β-cholan-24-oate

methyl Δ^-16-3α-acetoxy-7α-(3'-iodobenzoyl)oxy-5β-cholan-24-oate