(25R)-6β-methoxy-24-phenylsulfonyl-3α,5-cyclo-5α-cholestan-26-ol 26-(2'-tetrahydropyranyl) ether

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Chemical Name:(25R)-6β-methoxy-24-phenylsulfonyl-3α,5-cyclo-5α-cholestan-26-ol 26-(2'-tetrahydropyranyl) ether
CAS No.:869858-22-0
Molecular Formula:C₃₉H₆₀O₅S
Molecular Weight:640.968
Hs Code.:

Synonyms:(25R)-6β-methoxy-24-phenylsulfonyl-3α,5-cyclo-5α-cholestan-26-ol 26-(2'-tetrahydropyranyl) ether

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Chemical Property of (25R)-6β-methoxy-24-phenylsulfonyl-3α,5-cyclo-5α-cholestan-26-ol 26-(2'-tetrahydropyranyl) ether

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Technology Process of (25R)-6β-methoxy-24-phenylsulfonyl-3α,5-cyclo-5α-cholestan-26-ol 26-(2'-tetrahydropyranyl) ether

There total 7 articles about (25R)-6β-methoxy-24-phenylsulfonyl-3α,5-cyclo-5α-cholestan-26-ol 26-(2'-tetrahydropyranyl) 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: 78.0%

: 96947-45-4
(R)-2-methyl-1-(phenylsulfonyl)-3-(tetrahydropyranyloxy)propane

: 69101-83-3
23-iodo-6β-methoxy-3α,5-cyclo-5α-24-norcholane

: 869858-22-0
(25R)-6β-methoxy-24-phenylsulfonyl-3α,5-cyclo-5α-cholestan-26-ol 26-(2'-tetrahydropyranyl) ether

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; at -78 - -65 ℃; for 0.5h;
DOI:10.1016/j.steroids.2005.02.014

Reference yield:

: 51231-23-3
3α,5-cyclo-22-hydroxy-5α-23,24-bisnorcholan-6β-ol 6-methyl ether

: 869858-22-0
(25R)-6β-methoxy-24-phenylsulfonyl-3α,5-cyclo-5α-cholestan-26-ol 26-(2'-tetrahydropyranyl) ether

Guidance literature:: Multi-step reaction with 7 steps

1: 76 percent / CHCl₃; pyridine / 48 h / 20 °C

2: 89 percent / dimethylformamide / 5 h / 80 °C

3: 82 percent / DIBAL-H / toluene / 0.5 h / -78 °C

4: 86 percent / LiAlH₄ / tetrahydrofuran / 0.5 h

5: 71 percent / CHCl₃; pyridine / 48 h / 20 °C

6: 98 percent / KI / acetone / 20 h / Heating

7: 78 percent / iPr₂NLi; HMPA / tetrahydrofuran / 0.5 h / -78 - -65 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; diisobutylaluminium hydride; potassium iodide; lithium diisopropyl amide; In tetrahydrofuran; pyridine; chloroform; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/j.steroids.2005.02.014

Reference yield:

: 73583-09-2
6β-methoxy-3α,5-cyclo-5α-23,24-bisnorcholan-22-carbaldehyde

: 869858-22-0
(25R)-6β-methoxy-24-phenylsulfonyl-3α,5-cyclo-5α-cholestan-26-ol 26-(2'-tetrahydropyranyl) ether

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / LiAlH₄ / tetrahydrofuran / 0.5 h

2: 71 percent / CHCl₃; pyridine / 48 h / 20 °C

3: 98 percent / KI / acetone / 20 h / Heating

4: 78 percent / iPr₂NLi; HMPA / tetrahydrofuran / 0.5 h / -78 - -65 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; potassium iodide; lithium diisopropyl amide; In tetrahydrofuran; pyridine; chloroform; acetone;
DOI:10.1016/j.steroids.2005.02.014