(3β,5α,24R,S)-Cholesta-8,14-diene-3,24-diol 3-benzoate 24-trifluoroacetate

Base Information Edit

Chemical Name:(3β,5α,24R,S)-Cholesta-8,14-diene-3,24-diol 3-benzoate 24-trifluoroacetate
CAS No.:117438-79-6
Molecular Formula:C₃₆H₄₇F₃O₄
Molecular Weight:600.762
Hs Code.:
Mol file:117438-79-6.mol

Synonyms:

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Chemical Property of (3β,5α,24R,S)-Cholesta-8,14-diene-3,24-diol 3-benzoate 24-trifluoroacetate Edit

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Technology Process of (3β,5α,24R,S)-Cholesta-8,14-diene-3,24-diol 3-benzoate 24-trifluoroacetate

There total 8 articles about (3β,5α,24R,S)-Cholesta-8,14-diene-3,24-diol 3-benzoate 24-trifluoroacetate 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: 98.0%

: 117439-00-6,117439-01-7
(3β,5α,24R,S)-Cholesta-8,14-diene-3,15,24-triol 3-benzoate 24-trifluoromethanesulfonate

: 117438-79-6,117438-82-1
(3β,5α,24R,S)-Cholesta-8,14-diene-3,24-diol 3-benzoate 24-trifluoroacetate

Guidance literature:: With formic acid; tributyl-amine; bis(triphenylphosphine) palladium (Il) acetate; In N,N-dimethyl-formamide; at 70 ℃; for 0.5h;
DOI:10.1021/ja00183a042

Reference yield:

: 563-80-4
3-methyl-butan-2-one

: 117438-79-6,117438-82-1
(3β,5α,24R,S)-Cholesta-8,14-diene-3,24-diol 3-benzoate 24-trifluoroacetate

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) n-butyllithium, diisopropylamine / 1.) hexane, THF, -78 deg C, 15 min, 2.) THF, -78 deg C to 0 deg C, 1h

2: 98 percent / p-TSA, MgSO₄ / toluene; CHCl₃ / 3 h / 70 °C

3: 100 percent / H₂ / Lindlar / toluene; CHCl₃ / 12 h / 760 Torr

4: tert-butylamine-borane complex / CH₂Cl₂ / 1 h / Heating

5: 92 percent / pyridine, 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 0.2 h / 0 °C

6: 96 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 1.) room temp., overnight, 2.) reflux, 30 min

7: 98 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph₃P)2 / dimethylformamide / 0.5 h / 70 °C

With pyridine; dmap; n-butyllithium; formic acid; 2,6-di-tert-butyl-4-methylpyridine; tributyl-amine; hydrogen; borane tert-butylamine; magnesium sulfate; toluene-4-sulfonic acid; diisopropylamine; Lindlar's catalyst; bis(triphenylphosphine) palladium (Il) acetate; In dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00183a042

Reference yield:

: 36071-76-8
(3β,5α,22E)-3-(benzoyloxy)ergosta-8(14),22-dien-15-one

: 117438-79-6,117438-82-1
(3β,5α,24R,S)-Cholesta-8,14-diene-3,24-diol 3-benzoate 24-trifluoroacetate

Guidance literature:: Multi-step reaction with 8 steps

1: 75 percent / O₃ / CH₂Cl₂ / -78 °C

2: 1.) n-butyllithium, diisopropylamine / 1.) hexane, THF, -78 deg C, 15 min, 2.) THF, -78 deg C to 0 deg C, 1h

3: 98 percent / p-TSA, MgSO₄ / toluene; CHCl₃ / 3 h / 70 °C

4: 100 percent / H₂ / Lindlar / toluene; CHCl₃ / 12 h / 760 Torr

5: tert-butylamine-borane complex / CH₂Cl₂ / 1 h / Heating

6: 92 percent / pyridine, 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / 0.2 h / 0 °C

7: 96 percent / 2,6-di-tert-butyl-4-methylpyridine / CH₂Cl₂ / 1.) room temp., overnight, 2.) reflux, 30 min

8: 98 percent / tributylamine, 98percent formic acid / Pd(OAc)2(Ph₃P)2 / dimethylformamide / 0.5 h / 70 °C

With pyridine; dmap; n-butyllithium; formic acid; 2,6-di-tert-butyl-4-methylpyridine; tributyl-amine; hydrogen; borane tert-butylamine; magnesium sulfate; toluene-4-sulfonic acid; ozone; diisopropylamine; Lindlar's catalyst; bis(triphenylphosphine) palladium (Il) acetate; In dichloromethane; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00183a042