Cortol

Base Information

• Chemical Name: Cortol
• CAS No.: 516-38-1
• Molecular Formula: C21H36 O5
• Molecular Weight: 368.514
• NSC Number: 60459
• UNII: 5IHL40EHNB
• DSSTox Substance ID: DTXSID90862093
• Nikkaji Number: J6.307J
• Wikidata: Q27106232
• Metabolomics Workbench ID: 38265
• ChEMBL ID: CHEMBL1908046
• Mol file: 516-38-1.mol

Synonyms:cortol;cortol, (11beta)-isomer;cortol, (3alpha,5alpha,11beta,20S)-isomer;cortol, (3alpha,5beta,11beta,20R)-isomer;cortol, (3beta,5alpha,11beta,20R)-isomer;cortol, (3beta,5beta,11beta,20R)-isomer

Chemical Property of Cortol

Chemical Property:

• Vapor Pressure: 4.28E-15mmHg at 25°C
• Melting Point: 250.5-254oC
• Boiling Point: 564.5°Cat760mmHg
• Flash Point: 255°C
• PSA: 101.15000
• Density: 1.252g/cm³
• LogP: 1.44510
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 368.25627424
• Heavy Atom Count: 26
• Complexity: 555

Purity/Quality:

98% min ^*data from raw suppliers

5-BETA-PREGNAN-3-ALPHA,11-BETA,17,20-ALPHA,21-PENTOL 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC12CCC(CC1CCC3C2C(CC4(C3CCC4(C(CO)O)O)C)O)O
• Isomeric SMILES: C[C@]12CC[C@H](C[C@H]1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4([C@H](CO)O)O)C)O)O
• Uses: α-Cortol, is a derivative of Cortisone (C696500), a Glucocorticoid, and an anti-inflammatory agent.

Technology Process of Cortol

There total 6 articles about Cortol 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:

methyl 20β-acetoxy-3α-tert-butyldimethylsilyloxy-17α-hydroxy-11-oxo-5β-pregnan-21-oate (93206-77-0) → 5β-pregnane-3α,11β,17α,20β,21-pentaol (516-38-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 410 mg / LiAlH₄ / diethyl ether / 1 h / Ambient temperature

2: 250 mg / pyridine / Ambient temperature

3: 100 mg / 50percent H₂SO₄ / acetone / 0.17 h / Ambient temperature

4: saponification

With lithium aluminium tetrahydride; sulfuric acid; In pyridine; diethyl ether; acetone;

DOI:10.1248/cpb.32.4023

Reference yield:

20α-cortol 3-tert-butyldimethylsilyl ether (95826-65-6) → 5β-pregnane-3α,11β,17α,20β,21-pentaol (516-38-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 250 mg / pyridine / Ambient temperature

2: 100 mg / 50percent H₂SO₄ / acetone / 0.17 h / Ambient temperature

3: saponification

With sulfuric acid; In pyridine; acetone;

DOI:10.1248/cpb.32.4023

Reference yield:

20α-cortol 3-tert-butyldimethylsilyl ether 20,21-diacetate (95826-60-1) → 5β-pregnane-3α,11β,17α,20β,21-pentaol (516-38-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 mg / 50percent H₂SO₄ / acetone / 0.17 h / Ambient temperature

2: saponification

With sulfuric acid; In acetone;

DOI:10.1248/cpb.32.4023

upstream raw materials:

3α,20α_F,21-triacetoxy-17-hydroxy-5β-pregnan-11-one

20α-cortol 20,21-diacetate

methyl 20β-acetoxy-3α-tert-butyldimethylsilyloxy-17α-hydroxy-11-oxo-5β-pregnan-21-oate

20α-cortol 3-tert-butyldimethylsilyl ether

Downstream raw materials:

α-Cortol-trimethylsilyl-ether