(22R,23R,24R)-2α-benzyloxy-3β-palmitoyloxy-22,23-dihydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-6-one

Base Information

Chemical Name:(22R,23R,24R)-2α-benzyloxy-3β-palmitoyloxy-22,23-dihydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-6-one
CAS No.:1493793-43-3
Molecular Formula:C₅₁H₈₄O₇
Molecular Weight:809.224
Hs Code.:

Synonyms:(22R,23R,24R)-2α-benzyloxy-3β-palmitoyloxy-22,23-dihydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-6-one

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Chemical Property of (22R,23R,24R)-2α-benzyloxy-3β-palmitoyloxy-22,23-dihydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-6-one

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Technology Process of (22R,23R,24R)-2α-benzyloxy-3β-palmitoyloxy-22,23-dihydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-6-one

There total 8 articles about (22R,23R,24R)-2α-benzyloxy-3β-palmitoyloxy-22,23-dihydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-6-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:

: C₅₁H₈₃BO₈

: 1493793-43-3
(22R,23R,24R)-2α-benzyloxy-3β-palmitoyloxy-22,23-dihydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-6-one

Guidance literature:: With Dowex-50W×8, 200-400 mesh, NH₄⁺ form resin; In ethanol;
DOI:10.1016/j.jsbmb.2013.01.016

Reference yield:

: 1244967-00-7
(22R,23R,24R)-2α,3α,22,23-tetrahydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-6-one 22,23-methylboronate

: 1493793-43-3
(22R,23R,24R)-2α-benzyloxy-3β-palmitoyloxy-22,23-dihydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-6-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: di(n-butyl)tin oxide / toluene / 20 h / Reflux; Dean-Stark

1.2: 2 h / Reflux

2.1: pyridine / 1 h / 20 °C

3.1: sodium nitrite / N,N-dimethyl-formamide / 7 h / 100 °C

4.1: pyridine / 5 h / 20 °C

5.1: trimethylamine-N-oxide / diethylene glycol dimethyl ether / 0.75 h / Reflux

6.1: Dowex-50W×8, 200–400 mesh, NH₄⁺ form resin / ethanol

With trimethylamine-N-oxide; di(n-butyl)tin oxide; sodium nitrite; In pyridine; ethanol; diethylene glycol dimethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.jsbmb.2013.01.016

Reference yield:

: 100-39-0
benzyl bromide

: 1493793-43-3
(22R,23R,24R)-2α-benzyloxy-3β-palmitoyloxy-22,23-dihydroxy-24-methyl-B-homo-7-oxa-5α-cholestan-6-one

Guidance literature:: Multi-step reaction with 6 steps

1.1: di(n-butyl)tin oxide / toluene / 20 h / Reflux; Dean-Stark

1.2: 2 h / Reflux

2.1: pyridine / 1 h / 20 °C

3.1: sodium nitrite / N,N-dimethyl-formamide / 7 h / 100 °C

4.1: pyridine / 5 h / 20 °C

5.1: trimethylamine-N-oxide / diethylene glycol dimethyl ether / 0.75 h / Reflux

6.1: Dowex-50W×8, 200–400 mesh, NH₄⁺ form resin / ethanol

With trimethylamine-N-oxide; di(n-butyl)tin oxide; sodium nitrite; In pyridine; ethanol; diethylene glycol dimethyl ether; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.jsbmb.2013.01.016