3α,11β,17,21-Tetrahydroxy-5β-pregnan-20-one 21-Acetate

Base Information

• Chemical Name: 3α,11β,17,21-Tetrahydroxy-5β-pregnan-20-one 21-Acetate
• CAS No.: 4004-80-2
• Molecular Formula: C23H36O6
• Molecular Weight: 408.535
• Mol file: 4004-80-2.mol

Synonyms:Tetrahydrocortisol 21-Acetate;Tetrahydrocortisol Acetate

Chemical Property of 3α,11β,17,21-Tetrahydroxy-5β-pregnan-20-one 21-Acetate

Chemical Property:

• Melting Point: 185-195 °C
• Boiling Point: 558.0±50.0 °C(Predicted)
• PKA: 12.43±0.70(Predicted)
• PSA: 104.06000
• Density: 1.233±0.06 g/cm3(Predicted)
• LogP: 2.22410
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98% ^*data from raw suppliers

Tetrahydrocortisol21-Acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Cortisol derivative. A potential corticoid metabolite.

Technology Process of 3α,11β,17,21-Tetrahydroxy-5β-pregnan-20-one 21-Acetate

There total 8 articles about 3α,11β,17,21-Tetrahydroxy-5β-pregnan-20-one 21-Acetate 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: 79.0%

RU 18760 (64313-94-6) → 21-acetoxy-3α,11β,17α-trihydroxy-5β-pregnan-20-one (4004-80-2)

Guidance literature:

With zinc(II) tetrahydroborate; In tetrahydrofuran; diethyl ether; at 20 ℃; for 0.75h; Inert atmosphere;

DOI:10.1248/cpb.58.344

Reference yield:

hydrocortisone acetate (50-03-3) → 21-acetoxy-3α,11β,17α-trihydroxy-5β-pregnan-20-one (4004-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 7.4 g / H₂ / palladium on calcium carbonate / pyridine / 12 h

2: 1.7 g / H₂ / Raney nickel (W-2) / dioxane / 10 h

With hydrogen; palladium on activated charcoal; Raney nickel (W-2); In 1,4-dioxane; pyridine;

DOI:10.1248/cpb.30.2110

Reference yield:

tetrahydro-21-deoxycortisol (7252-91-7) → 21-acetoxy-3α,11β,17α-trihydroxy-5β-pregnan-20-one (4004-80-2)

Guidance literature:

With bromine; folgende Umsetzung mit Kaliumacetat;

upstream raw materials:

tetrahydro-21-deoxycortisol

RU 18760

hydrocortisone acetate

21-bromo-3α,11α,17-trihydroxy-5β-pregnan-20-one

Downstream raw materials:

RU 18760

3α,17,21-trihydroxy-5β-pregnane-11,20-dione 21-acetate

tetrahydrocortisone 3-tert-butyldimethylsilyl ether

21-acetoxy-3α,17α-dihydroxy-5β-pregnane-11,20-dione 3-tert-butyldimethylsilyl ether

Refernces

• 1、 Hosoda,Saito,Ito,et al.. "Synthesis of haptens for use in immunoassay of tetrahydrocortisol, tetrahydrocortisone and their glucuronides". . p. 2110 - 2118. Retrieved 2007/10/02.