1α,3β-diacetoxy-25-hydroxy-21-norcholesta-5,7-diene PTAD adduct

Base Information

Chemical Name:1α,3β-diacetoxy-25-hydroxy-21-norcholesta-5,7-diene PTAD adduct
CAS No.:141300-64-3
Molecular Formula:C₃₈H₅₁N₃O₇
Molecular Weight:661.839
Hs Code.:

Synonyms:1α,3β-diacetoxy-25-hydroxy-21-norcholesta-5,7-diene PTAD adduct

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Chemical Property of 1α,3β-diacetoxy-25-hydroxy-21-norcholesta-5,7-diene PTAD adduct

Chemical Property:

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Technology Process of 1α,3β-diacetoxy-25-hydroxy-21-norcholesta-5,7-diene PTAD adduct

There total 12 articles about 1α,3β-diacetoxy-25-hydroxy-21-norcholesta-5,7-diene PTAD adduct 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:

: 20998-18-9
1α,3β-dihydroxy-androst-5-en-17-one

: 141300-64-3
1α,3β-diacetoxy-25-hydroxy-21-norcholesta-5,7-diene PTAD adduct

Guidance literature:: Multi-step reaction with 13 steps

1: 1.) t-BuOK, 3.) pyridine, 4-dimethylaminopyridine

2: 66 percent / diethylaluminum chloride / CH₂Cl₂; hexane / 24 h / Ambient temperature

3: H₂ / 5percent Pt/C / ethyl acetate / 1.5 h / Ambient temperature

4: 85percent KOH / methanol / a) reflux, 6 h, b) RT, 14 h

5: iso-Pr₂NEt / tetrahydrofuran; dimethylformamide / 14 h / 45 °C

6: LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

7: pyridine / 14 h / Ambient temperature

8: LiBr / tetrahydrofuran / 20 h / 50 °C

9: 1.) n-BuLi / 1.) THF, n-hexane, 4 deg C, 2 h, 2.) THF, n-hexane, 4 deg C, 1 h

10: 83 percent / CH₃I, H₂O / acetone / 20 h / Heating

11: 60 percent / tetrahydrofuran / 0.5 h / Ambient temperature

12: 86 percent / 4-dimethylaminopyridine, pyridine / 49 h / Ambient temperature

13: 1.) NBS, NaHCO3, 2.) γ-collidine

With pyridine; 2,4,6-trimethyl-pyridine; dmap; potassium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; potassium tert-butylate; water; hydrogen; diethylaluminium chloride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; lithium bromide; methyl iodide; platinum on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1248/cpb.40.648

Reference yield:

: 141300-56-3
1α,3β-diacetoxy-21-norpregna-5,17(20)-diene

: 141300-64-3
1α,3β-diacetoxy-25-hydroxy-21-norcholesta-5,7-diene PTAD adduct

Guidance literature:: Multi-step reaction with 12 steps

1: 66 percent / diethylaluminum chloride / CH₂Cl₂; hexane / 24 h / Ambient temperature

2: H₂ / 5percent Pt/C / ethyl acetate / 1.5 h / Ambient temperature

3: 85percent KOH / methanol / a) reflux, 6 h, b) RT, 14 h

4: iso-Pr₂NEt / tetrahydrofuran; dimethylformamide / 14 h / 45 °C

5: LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

6: pyridine / 14 h / Ambient temperature

7: LiBr / tetrahydrofuran / 20 h / 50 °C

8: 1.) n-BuLi / 1.) THF, n-hexane, 4 deg C, 2 h, 2.) THF, n-hexane, 4 deg C, 1 h

9: 83 percent / CH₃I, H₂O / acetone / 20 h / Heating

10: 60 percent / tetrahydrofuran / 0.5 h / Ambient temperature

11: 86 percent / 4-dimethylaminopyridine, pyridine / 49 h / Ambient temperature

12: 1.) NBS, NaHCO3, 2.) γ-collidine

With pyridine; 2,4,6-trimethyl-pyridine; dmap; potassium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; water; hydrogen; diethylaluminium chloride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; lithium bromide; methyl iodide; platinum on activated charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1248/cpb.40.648

Reference yield:

: 141300-57-4
methyl (22E)-1α,3β-diacetoxy-21-norchola-5,16,22-trien-24-oate

: 141300-64-3
1α,3β-diacetoxy-25-hydroxy-21-norcholesta-5,7-diene PTAD adduct

Guidance literature:: Multi-step reaction with 11 steps

1: H₂ / 5percent Pt/C / ethyl acetate / 1.5 h / Ambient temperature

2: 85percent KOH / methanol / a) reflux, 6 h, b) RT, 14 h

3: iso-Pr₂NEt / tetrahydrofuran; dimethylformamide / 14 h / 45 °C

4: LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

5: pyridine / 14 h / Ambient temperature

6: LiBr / tetrahydrofuran / 20 h / 50 °C

7: 1.) n-BuLi / 1.) THF, n-hexane, 4 deg C, 2 h, 2.) THF, n-hexane, 4 deg C, 1 h

8: 83 percent / CH₃I, H₂O / acetone / 20 h / Heating

9: 60 percent / tetrahydrofuran / 0.5 h / Ambient temperature

10: 86 percent / 4-dimethylaminopyridine, pyridine / 49 h / Ambient temperature

11: 1.) NBS, NaHCO3, 2.) γ-collidine

With pyridine; 2,4,6-trimethyl-pyridine; dmap; potassium hydroxide; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; water; hydrogen; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; lithium bromide; methyl iodide; platinum on activated charcoal; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide; acetone;
DOI:10.1248/cpb.40.648