methyl 3α-benzoyloxy-4β,7α-dibenzyloxymethoxy-5α-cholan-24-oate

Base Information

Chemical Name:methyl 3α-benzoyloxy-4β,7α-dibenzyloxymethoxy-5α-cholan-24-oate
CAS No.:753488-70-9
Molecular Formula:C₄₈H₆₂O₈
Molecular Weight:767.015
Hs Code.:

Synonyms:methyl 3α-benzoyloxy-4β,7α-dibenzyloxymethoxy-5α-cholan-24-oate

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Chemical Property of methyl 3α-benzoyloxy-4β,7α-dibenzyloxymethoxy-5α-cholan-24-oate

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Technology Process of methyl 3α-benzoyloxy-4β,7α-dibenzyloxymethoxy-5α-cholan-24-oate

There total 10 articles about methyl 3α-benzoyloxy-4β,7α-dibenzyloxymethoxy-5α-cholan-24-oate 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: 84.0%

: 3587-60-8
Benzyloxymethyl chloride

: 753488-67-4
Benzoic acid (3R,4R,5R,7R,8S,9S,10R,13R,14S,17R)-7-benzyloxymethoxy-4-hydroxy-17-((R)-3-methoxycarbonyl-1-methyl-propyl)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-3-yl ester

: 753488-70-9
methyl 3α-benzoyloxy-4β,7α-dibenzyloxymethoxy-5α-cholan-24-oate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1016/S0040-4039(03)01598-3

Reference yield:

: 14773-00-3
methyl (5β,7α)-12-hydroxy-3-oxo-cholan-24-oate

: 753488-70-9
methyl 3α-benzoyloxy-4β,7α-dibenzyloxymethoxy-5α-cholan-24-oate

Guidance literature:: Multi-step reaction with 6 steps

1.1: t-BuOK; O₂ / 2-methyl-propan-2-ol

1.2: 71 percent / CH₂N₂ / diethyl ether; methanol; CHCl₃

2.1: 83 percent / i-Pr₂NEt / CH₂Cl₂

3.1: 44 percent / NaBH₃CN / CHCl₃; methanol

4.1: SOCl₂; Et₃N / tetrahydrofuran

4.2: 65 percent / RuCl₃*nH₂O; NaIO₄ / tetrahydrofuran

5.1: 75 percent / Cs₂CO₃ / dimethylformamide

6.1: 84 percent / i-Pr₂NEt / CH₂Cl₂

With thionyl chloride; potassium tert-butylate; oxygen; sodium cyanoborohydride; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; chloroform; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0040-4039(03)01598-3

Reference yield:

: methyl 7α-benzyloxymethoxy-3β,4β-dihydroxycholan-24-oate

: 753488-70-9
methyl 3α-benzoyloxy-4β,7α-dibenzyloxymethoxy-5α-cholan-24-oate

Guidance literature:: Multi-step reaction with 5 steps

1: SOCl₂; Et₃N / tetrahydrofuran / 0.17 h / 0 °C

2: 367 mg / NaIO₄; RuCl₃; aq. phosphate buffer / acetonitrile; CCl₄ / 0.33 h

3: Cs₂CO₃ / 6 h / 20 °C

4: H₂SO₄ / tetrahydrofuran / 0.25 h / 20 °C

5: 67 percent / diisopropylethylamine / CH₂Cl₂ / 22 h / 20 °C

With ruthenium trichloride; sodium periodate; thionyl chloride; phosphate buffer; sulfuric acid; caesium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; tetrachloromethane; dichloromethane; acetonitrile;
DOI:10.1016/j.tet.2004.02.075