4a-[(4-benzoylphenyl)acetoxy]-6α,7β-diacetoxy-23-[tris(1-methylethyl)]silyloxy-5α-24-norcholane

Base Information

Chemical Name:4a-[(4-benzoylphenyl)acetoxy]-6α,7β-diacetoxy-23-[tris(1-methylethyl)]silyloxy-5α-24-norcholane
CAS No.:251906-74-8
Molecular Formula:C₅₁H₇₄O₈Si
Molecular Weight:843.229
Hs Code.:

Synonyms:4a-[(4-benzoylphenyl)acetoxy]-6α,7β-diacetoxy-23-[tris(1-methylethyl)]silyloxy-5α-24-norcholane

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Chemical Property of 4a-[(4-benzoylphenyl)acetoxy]-6α,7β-diacetoxy-23-[tris(1-methylethyl)]silyloxy-5α-24-norcholane

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Technology Process of 4a-[(4-benzoylphenyl)acetoxy]-6α,7β-diacetoxy-23-[tris(1-methylethyl)]silyloxy-5α-24-norcholane

There total 12 articles about 4a-[(4-benzoylphenyl)acetoxy]-6α,7β-diacetoxy-23-[tris(1-methylethyl)]silyloxy-5α-24-norcholane 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: 74.0%

: 26077-80-5
(4-benzoylphenyl)acetic acid

: 251906-72-6
6α,7β-diacetoxy-23-[tris(1-methylethyl)]silyloxy-5α-24-norcholan-3β-ol

: 251906-74-8
4a-[(4-benzoylphenyl)acetoxy]-6α,7β-diacetoxy-23-[tris(1-methylethyl)]silyloxy-5α-24-norcholane

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 25 ℃; for 1h;
DOI:10.1016/S0040-4020(00)01086-3

Reference yield:

: 64907-37-5
3β,23-diacetoxy-24-nor-5-cholene

: 251906-74-8
4a-[(4-benzoylphenyl)acetoxy]-6α,7β-diacetoxy-23-[tris(1-methylethyl)]silyloxy-5α-24-norcholane

Guidance literature:: Multi-step reaction with 8 steps

1: 65 percent / RuCl₃; t-BuOOH

2: 98 percent / NaBH₄; CeCl₃

3: 97 percent / pyridine

4: 50 percent / BH₃*THF; NaOH; H₂O₂

5: 97 percent / TMSOTf

6: 95 percent / NaOH / tetrahydrofuran; ethanol

7: 76 percent / imidazole

8: 74 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran

With pyridine; 1H-imidazole; tert.-butylhydroperoxide; ruthenium trichloride; sodium hydroxide; sodium tetrahydroborate; cerium(III) chloride; borane-THF; trimethylsilyl trifluoromethanesulfonate; dihydrogen peroxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; 8: Mitsunobu reaction;
DOI:10.1021/ol991057x

Reference yield:

: 64907-36-4
6β-methoxy-3α,5-cyclo-5α-24-norcholan-23-ol

: 251906-74-8
4a-[(4-benzoylphenyl)acetoxy]-6α,7β-diacetoxy-23-[tris(1-methylethyl)]silyloxy-5α-24-norcholane

Guidance literature:: Multi-step reaction with 10 steps

1: 97 percent / pyridine

2: 97 percent / Heating

3: 65 percent / RuCl₃; t-BuOOH

4: 98 percent / NaBH₄; CeCl₃

5: 97 percent / pyridine

6: 50 percent / BH₃*THF; NaOH; H₂O₂

7: 97 percent / TMSOTf

8: 95 percent / NaOH / tetrahydrofuran; ethanol

9: 76 percent / imidazole

10: 74 percent / PPh₃; diethyl azodicarboxylate / tetrahydrofuran

With pyridine; 1H-imidazole; tert.-butylhydroperoxide; ruthenium trichloride; sodium hydroxide; sodium tetrahydroborate; cerium(III) chloride; borane-THF; trimethylsilyl trifluoromethanesulfonate; dihydrogen peroxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; 10: Mitsunobu reaction;
DOI:10.1021/ol991057x