methyl 3α-acetoxy-6α-ethyl-7α-(3'-iodobenozyl)oxy-5β-cholan-24-oate

Base Information

• Chemical Name: methyl 3α-acetoxy-6α-ethyl-7α-(3'-iodobenozyl)oxy-5β-cholan-24-oate
• CAS No.: 1227612-52-3
• Molecular Formula: C₃₆H₅₁IO₆
• Molecular Weight: 706.702
• Mol file: 1227612-52-3.mol

Synonyms:methyl 3α-acetoxy-6α-ethyl-7α-(3'-iodobenozyl)oxy-5β-cholan-24-oate

Chemical Property of methyl 3α-acetoxy-6α-ethyl-7α-(3'-iodobenozyl)oxy-5β-cholan-24-oate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3α-acetoxy-6α-ethyl-7α-(3'-iodobenozyl)oxy-5β-cholan-24-oate

There total 4 articles about methyl 3α-acetoxy-6α-ethyl-7α-(3'-iodobenozyl)oxy-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: 80.0%

3-iodobenzoyl chloride (1711-10-0) + methyl 3α-acetoxy-7α-hydroxy-6α-ethyl-5β-cholan-24-oate (1227612-51-2) → methyl 3α-acetoxy-6α-ethyl-7α-(3'-iodobenozyl)oxy-5β-cholan-24-oate (1227612-52-3)

Guidance literature:

With calcium hydride; N-benzyl-N,N,N-triethylammonium chloride; In toluene; for 48h; Reflux;

DOI:10.1021/ml200256d

Reference yield:

methyl (4R)-4-((3R,5S,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate (951694-73-8) → methyl 3α-acetoxy-6α-ethyl-7α-(3'-iodobenozyl)oxy-5β-cholan-24-oate (1227612-52-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / tetrahydrofuran / Reflux

2: calcium hydride; N-benzyl-N,N,N-triethylammonium chloride / toluene / 48 h / Reflux

With calcium hydride; N-benzyl-N,N,N-triethylammonium chloride; sodium hydrogencarbonate; In tetrahydrofuran; toluene;

DOI:10.1021/ml200256d

Reference yield:

obeticholic acid → methyl 3α-acetoxy-6α-ethyl-7α-(3'-iodobenozyl)oxy-5β-cholan-24-oate (1227612-52-3)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / 2 h / Sonication

2: sodium hydrogencarbonate / tetrahydrofuran / Reflux

3: calcium hydride; N-benzyl-N,N,N-triethylammonium chloride / toluene / 48 h / Reflux

With calcium hydride; N-benzyl-N,N,N-triethylammonium chloride; sodium hydrogencarbonate; toluene-4-sulfonic acid; In tetrahydrofuran; toluene;

DOI:10.1021/ml200256d

upstream raw materials:

3-iodobenzoyl chloride

methyl 3α-acetoxy-7α-hydroxy-6α-ethyl-5β-cholan-24-oate

methyl (4R)-4-((3R,5S,6R,7R,8S,9S,10S,13R,14S,17R)-6-ethyl-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate

3-Iodobenzoic acid

Downstream raw materials:

methyl Δ16-3α-acetoxy-6α-ethyl-7α-(3'-iodobenozyl)oxy-5β-cholan-24-oate

3α,16α,24-trihydroxy-6α-ethyl-7α-(3'-iodobenozyl)oxy-5β-cholane

methyl 6α-ethyl-7α-(3'-iodobenozyl)oxy-3,16-dihydroxy-5β-cholan-24-oate