(22R)-3β-acetoxy-16β-(2,4-dinitrobenzoyloxy)cholesta-5,17(20)-diene-22-ol

Base Information

Chemical Name:(22R)-3β-acetoxy-16β-(2,4-dinitrobenzoyloxy)cholesta-5,17(20)-diene-22-ol
CAS No.:695226-36-9
Molecular Formula:C₃₆H₄₈N₂O₉
Molecular Weight:652.785
Hs Code.:

Synonyms:(22R)-3β-acetoxy-16β-(2,4-dinitrobenzoyloxy)cholesta-5,17(20)-diene-22-ol

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Chemical Property of (22R)-3β-acetoxy-16β-(2,4-dinitrobenzoyloxy)cholesta-5,17(20)-diene-22-ol

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Technology Process of (22R)-3β-acetoxy-16β-(2,4-dinitrobenzoyloxy)cholesta-5,17(20)-diene-22-ol

There total 16 articles about (22R)-3β-acetoxy-16β-(2,4-dinitrobenzoyloxy)cholesta-5,17(20)-diene-22-ol 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: 26.0%

: 695226-35-8
(22R)-3β-acetoxy-22-tert-butyldimethylsilyloxy-16β-(2,4-dinitrobenzoyloxy)cholesta-5,17(20)-diene

: 695226-36-9
(22R)-3β-acetoxy-16β-(2,4-dinitrobenzoyloxy)cholesta-5,17(20)-diene-22-ol

Guidance literature:: With pyridinium p-toluenesulfonate; In methanol; dichloromethane; at 20 ℃; for 36h;
DOI:10.1081/SCC-120028627

Reference yield:

: 321125-15-9
(22β)-3β-hydroxyfurost-5-ene

: 695226-36-9
(22R)-3β-acetoxy-16β-(2,4-dinitrobenzoyloxy)cholesta-5,17(20)-diene-22-ol

Guidance literature:: Multi-step reaction with 12 steps

1: pyridine / 14 h / 20 °C

2: 413 mg / potassium dichromate; glacial acetic acid / 10 h / 70 °C

3: 71 percent / HClO₄; acetic anhydride / benzene / 0.5 h

4: 84 percent / meta-chloroperbenzoic acid / CH₂Cl₂ / 1 h

5: 75 percent / NaBH₄ / methanol / 0.5 h / 20 °C

6: 94.4 percent / imidazole / CH₂Cl₂; dimethylformamide / 1 h / 20 °C

7: 45 percent / 4-(dimethylamino)pyridine; dicyclohexylcarbodiimide / CH₂Cl₂ / 24 h / 20 °C

8: 43 percent / pyridinium p-toluenesulfonate / methanol; CH₂Cl₂ / 20 h / 20 °C

9: 38 percent / pyridinium dichromate / CH₂Cl₂ / 3 h / 20 °C

10: 95 percent / BF₃*OEt₂ / CH₂Cl₂ / 0 °C

11: 56 percent / 4-(dimethylamino)pyridine; dicyclohexylcarbodiimide / CH₂Cl₂ / 9 h / 20 °C

12: 26 percent / pyridinium p-toluenesulfonate / methanol; CH₂Cl₂ / 36 h / 20 °C

With pyridine; 1H-imidazole; dmap; potassium dichromate; sodium tetrahydroborate; dipyridinium dichromate; perchloric acid; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; acetic anhydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1081/SCC-120028627

Reference yield:

: 439917-15-4
(22β,25R)-3β,26-dihydroxyfurost-5-en-3β-acetate

: 695226-36-9
(22R)-3β-acetoxy-16β-(2,4-dinitrobenzoyloxy)cholesta-5,17(20)-diene-22-ol

Guidance literature:: Multi-step reaction with 14 steps

1: 90 percent / 4-(dimethylamino)pyridine; pyridine / CH₂Cl₂ / 12 h / 20 °C

2: 78 percent / LiAlH₄ / tetrahydrofuran / 7 h / 20 °C

3: pyridine / 14 h / 20 °C

4: 413 mg / potassium dichromate; glacial acetic acid / 10 h / 70 °C

5: 71 percent / HClO₄; acetic anhydride / benzene / 0.5 h

6: 84 percent / meta-chloroperbenzoic acid / CH₂Cl₂ / 1 h

7: 75 percent / NaBH₄ / methanol / 0.5 h / 20 °C

8: 94.4 percent / imidazole / CH₂Cl₂; dimethylformamide / 1 h / 20 °C

9: 45 percent / 4-(dimethylamino)pyridine; dicyclohexylcarbodiimide / CH₂Cl₂ / 24 h / 20 °C

10: 43 percent / pyridinium p-toluenesulfonate / methanol; CH₂Cl₂ / 20 h / 20 °C

11: 38 percent / pyridinium dichromate / CH₂Cl₂ / 3 h / 20 °C

12: 95 percent / BF₃*OEt₂ / CH₂Cl₂ / 0 °C

13: 56 percent / 4-(dimethylamino)pyridine; dicyclohexylcarbodiimide / CH₂Cl₂ / 9 h / 20 °C

14: 26 percent / pyridinium p-toluenesulfonate / methanol; CH₂Cl₂ / 36 h / 20 °C

With pyridine; 1H-imidazole; dmap; potassium dichromate; sodium tetrahydroborate; lithium aluminium tetrahydride; dipyridinium dichromate; perchloric acid; boron trifluoride diethyl etherate; pyridinium p-toluenesulfonate; acetic anhydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1081/SCC-120028627