20-keto-16-dehydro-5α-pregnan-3-β-yl 2-(2-iodophenyl)ethyl methyl phosphite

Base Information

• Chemical Name: 20-keto-16-dehydro-5α-pregnan-3-β-yl 2-(2-iodophenyl)ethyl methyl phosphite
• CAS No.: 794521-48-5
• Molecular Formula: C₃₀H₄₂IO₄P
• Molecular Weight: 624.539
• Mol file: 794521-48-5.mol

Synonyms:20-keto-16-dehydro-5α-pregnan-3-β-yl 2-(2-iodophenyl)ethyl methyl phosphite

Chemical Property of 20-keto-16-dehydro-5α-pregnan-3-β-yl 2-(2-iodophenyl)ethyl methyl phosphite

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 20-keto-16-dehydro-5α-pregnan-3-β-yl 2-(2-iodophenyl)ethyl methyl phosphite

There total 2 articles about 20-keto-16-dehydro-5α-pregnan-3-β-yl 2-(2-iodophenyl)ethyl methyl phosphite 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:

2-(2-iodophenyl)ethan-1-ol (26059-40-5) + Phosphorochloridous acid (3S,5S,8R,9S,10S,13S,14S)-17-acetyl-10,13-dimethyl-2,3,4,5,6,7,8,9,10,11,12,13,14,15-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester methyl ester → 20-keto-16-dehydro-5α-pregnan-3-β-yl 2-(2-iodophenyl)ethyl methyl phosphite (794521-48-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/ja0462777

Reference yield:

allopregnenolone (566-61-0) → 20-keto-16-dehydro-5α-pregnan-3-β-yl 2-(2-iodophenyl)ethyl methyl phosphite (794521-48-5)

Guidance literature:

Multi-step reaction with 2 steps

1: diisopropylethylamine / tetrahydrofuran / 0.5 h / -78 °C

2: diisopropylethylamine / tetrahydrofuran / -78 - 20 °C

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;

DOI:10.1021/ja0462777

Reference yield: 60.0%

20-keto-16-dehydro-5α-pregnan-3-β-yl 2-(2-iodophenyl)ethyl methyl phosphite (794521-48-5) → 16-dehydro-5α-pregnenolone (3752-04-3) + 16-dehydro-5α-pregnan-3-β-yl 3,4-dihydro-1H-2,1-benzoxaphosphinine 1-oxide

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 2h; Heating;

DOI:10.1021/ja0462777

upstream raw materials:

2-(2-iodophenyl)ethan-1-ol

allopregnenolone

Downstream raw materials:

16-dehydro-5α-pregnenolone

Refernces