12α-benzoyloxy-7α-O-[2’(S)]tetrahydropyranyloxy-24-methoxy-5β-cholan-3-one

Base Information

Chemical Name:12α-benzoyloxy-7α-O-[2’(S)]tetrahydropyranyloxy-24-methoxy-5β-cholan-3-one
CAS No.:1312467-92-7
Molecular Formula:C₃₇H₅₄O₆
Molecular Weight:594.832
Hs Code.:

Synonyms:12α-benzoyloxy-7α-O-[2’(S)]tetrahydropyranyloxy-24-methoxy-5β-cholan-3-one

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Chemical Property of 12α-benzoyloxy-7α-O-[2’(S)]tetrahydropyranyloxy-24-methoxy-5β-cholan-3-one

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Technology Process of 12α-benzoyloxy-7α-O-[2’(S)]tetrahydropyranyloxy-24-methoxy-5β-cholan-3-one

There total 9 articles about 12α-benzoyloxy-7α-O-[2’(S)]tetrahydropyranyloxy-24-methoxy-5β-cholan-3-one 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: 35.0%

: 12α-hydroxy-7α-O-[2’(RS)]tetrahydropyranyloxy-24-methoxy-5β-cholan-3-one

: 98-88-4
benzoyl chloride

: 1312467-93-8
12α-benzoyloxy-7α-O-[2’(R)]tetrahydropyranyloxy-24-methoxy-5β-cholan-3-one

: 1312467-92-7
12α-benzoyloxy-7α-O-[2’(S)]tetrahydropyranyloxy-24-methoxy-5β-cholan-3-one

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1021/jm501676v

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 1312467-89-2
3-oxo-12α-benzoyloxy-7α-hydroxy-24-methoxycholane

: 1312467-93-8
12α-benzoyloxy-7α-O-[2’(R)]tetrahydropyranyloxy-24-methoxy-5β-cholan-3-one

: 1312467-92-7
12α-benzoyloxy-7α-O-[2’(S)]tetrahydropyranyloxy-24-methoxy-5β-cholan-3-one

Guidance literature:: With toluene-4-sulfonic acid; In tetrahydrofuran; at 20 ℃; for 96h;

Reference yield:

: 73677-12-0
methyl 3α-O-(tert-butyl-dimethylsilanyloxy)-7α,12α-dihydroxy-5β-cholan-24-oate

: 1312467-93-8
12α-benzoyloxy-7α-O-[2’(R)]tetrahydropyranyloxy-24-methoxy-5β-cholan-3-one

: 1312467-92-7
12α-benzoyloxy-7α-O-[2’(S)]tetrahydropyranyloxy-24-methoxy-5β-cholan-3-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 0 - 20 °C / Inert atmosphere

1.2: 4 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C / Inert atmosphere

2.2: 6 h / 20 - 70 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 7 h / 20 - 50 °C

4.1: silver carbonate / toluene / 4 h / Reflux

5.1: pyridine / dichloromethane / 24 h / 20 °C

6.1: toluene-4-sulfonic acid / tetrahydrofuran / 96 h / 20 °C

With pyridine; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; silver carbonate; In tetrahydrofuran; diethyl ether; dichloromethane; toluene; mineral oil;