(24R,S)-24-phenylsulphonyl<26,27-2H6>cholest-5-ene-3β,25-diol 3-tetrahydropyran-2-yl ether

Base Information

• Chemical Name: (24R,S)-24-phenylsulphonyl<26,27-2H6>cholest-5-ene-3β,25-diol 3-tetrahydropyran-2-yl ether
• CAS No.: 88247-66-9
• Molecular Formula: C₃₈H₅₈O₅S
• Molecular Weight: 632.894

Synonyms:(24R,S)-24-phenylsulphonyl<26,27-2H6>cholest-5-ene-3β,25-diol 3-tetrahydropyran-2-yl ether

Chemical Property of (24R,S)-24-phenylsulphonyl<26,27-2H6>cholest-5-ene-3β,25-diol 3-tetrahydropyran-2-yl ether

Chemical Property:

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SDS file from LookChem

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Technology Process of (24R,S)-24-phenylsulphonyl<26,27-2H6>cholest-5-ene-3β,25-diol 3-tetrahydropyran-2-yl ether

There total 1 articles about (24R,S)-24-phenylsulphonyl<26,27-2H6>cholest-5-ene-3β,25-diol 3-tetrahydropyran-2-yl ether 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: 81.0%

[(2)H6]acetone (666-52-4) + 24-phenylsulphonylchol-5-en-3β-ol 3-tetrahydropyranyl ether (75303-40-1) → (24R,S)-24-phenylsulphonyl<26,27-2H6>cholest-5-ene-3β,25-diol 3-tetrahydropyran-2-yl ether (88247-66-9)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; for 0.5h;

DOI:10.1039/P19830002563

Reference yield:

(24R,S)-24-phenylsulphonyl<26,27-2H6>cholest-5-ene-3β,25-diol 3-tetrahydropyran-2-yl ether (88247-66-9) → <26,27-2H6>cholesteryl benzoate (88247-72-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 48 percent / sodium amalgam / tetrahydrofuran; methanol / 4 h / Ambient temperature

2: hydrochloric acid / tetrahydrofuran; methanol / 17 h / Ambient temperature

3: 2.14 g / pyridine / 20 h

4: 46 percent / toluene-p-sulphonohydrazide / bis-(2-methoxy-ethyl) ether / 2 h / Heating

With pyridine; hydrogenchloride; sodium amalgam; toluene-4-sulfonic acid hydrazide; In tetrahydrofuran; methanol; diethylene glycol dimethyl ether;

DOI:10.1039/P19830002563

Reference yield:

(24R,S)-24-phenylsulphonyl<26,27-2H6>cholest-5-ene-3β,25-diol 3-tetrahydropyran-2-yl ether (88247-66-9) → <26,27-2H6>desmosteryl benzoate (88247-71-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 48 percent / sodium amalgam / tetrahydrofuran; methanol / 4 h / Ambient temperature

2: hydrochloric acid / tetrahydrofuran; methanol / 17 h / Ambient temperature

3: 2.14 g / pyridine / 20 h

With pyridine; hydrogenchloride; sodium amalgam; In tetrahydrofuran; methanol;

DOI:10.1039/P19830002563

upstream raw materials:

[⁽²⁾H₆]acetone

24-phenylsulphonylchol-5-en-3β-ol 3-tetrahydropyranyl ether

Downstream raw materials:

(3β)-cholest-5-ene-26,26,26,27,27,27-d₆-3,25-diol

(26,26,26,27,27,27-²H₆)cholesterol

<26,27-2H6>cholesteryl benzoate

<26,27-2H6>desmosteryl benzoate

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