(11β)-21-Ο-Βenzoyl-16,17-dihydro-17-deoxy Cortisol

Base Information

• Chemical Name: (11β)-21-Ο-Βenzoyl-16,17-dihydro-17-deoxy Cortisol
• CAS No.: 3103-16-0
• Molecular Formula: C₂₁H₂₈O₄
• Molecular Weight: 344.451
• Mol file: 3103-16-0.mol

Synonyms:(11B)-21-O-BENZOYL-16,17-DIHYDRO-17-DEOXY CORTISOL;

Chemical Property of (11β)-21-Ο-Βenzoyl-16,17-dihydro-17-deoxy Cortisol

Chemical Property:

• Melting Point: 164-165 °C(Solv: acetone (67-64-1); ligroine (8032-32-4))
• Boiling Point: 536.1±50.0 °C(Predicted)
• PKA: 12.99±0.10(Predicted)
• PSA: 74.60000
• Density: 1.24±0.1 g/cm3(Predicted)
• LogP: 2.58680
• Storage Temp.: Refrigerator
• Solubility.: Chloroform, Methanol

Purity/Quality:

97% ^*data from raw suppliers

(11β)-21-Ο-Βenzoyl-16,17-dihydro-17-deoxyCortisol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Intermediate in the preparation of corticosteroids.

Technology Process of (11β)-21-Ο-Βenzoyl-16,17-dihydro-17-deoxy Cortisol

There total 7 articles about (11β)-21-Ο-Βenzoyl-16,17-dihydro-17-deoxy Cortisol 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: 68.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (E)-17-(isocyanotosylmethylene)-3-methoxyandrosta-3,5-dien-11β-ol (93239-56-6) → 11β,21-dihydroxy-pregna-4,16-diene-3,20-dione (3103-16-0)

Guidance literature:

With methanol; sulfuric acid; N-benzyl-N,N,N-triethylammonium chloride; 1) toluene - 50percent NaOH, 2) THF;

DOI:10.1016/S0040-4039(01)81236-3

Reference yield:

3,3;20,20-bis-ethanediyldioxy-pregna-5,16-diene-11β,21-diol (911451-71-3) → 11β,21-dihydroxy-pregna-4,16-diene-3,20-dione (3103-16-0)

Guidance literature:

With sulfuric acid;

DOI:10.1021/ja01609a070

Reference yield:

21-acetoxy-3,3;20,20-bis-ethanediyldioxy-pregna-5,16-dien-11-one (39833-25-5) → 11β,21-dihydroxy-pregna-4,16-diene-3,20-dione (3103-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium borate; aq. NaOH solution; tetrahydrofuran

2: aqueous acetic acid; methanol

With tetrahydrofuran; methanol; sodium borate; sodium hydroxide; acetic acid;

DOI:10.1021/ja01609a070

upstream raw materials:

21-acetoxy-pregna-4,16-diene-3,11,20-trione

3,3;20,20-bis-ethanediyldioxy-pregna-5,16-diene-11β,21-diol

formaldehyd

(E)-17-(isocyanotosylmethylene)-3-methoxyandrosta-3,5-dien-11β-ol

Refernces

• 1、 Leusen, Daan van,Leusen, Albert M. van. "A NOVEL METHOD TO BUILD ACETYL AND HYDROXYACETYL SIDE-CHAINS IN 17-OXOSTEROIDS". . p. 2581 - 2584. Retrieved 2007/10/02.