(22R)-des-A,B-8β-(benzoyloxy)-25-<(methoxymethyl)oxy>cholest-23-yn-22-ol

Base Information

Chemical Name:(22R)-des-A,B-8β-(benzoyloxy)-25-<(methoxymethyl)oxy>cholest-23-yn-22-ol
CAS No.:100858-20-6
Molecular Formula:C₂₇H₃₈O₅
Molecular Weight:442.596
Hs Code.:

Synonyms:(22R)-des-A,B-8β-(benzoyloxy)-25-<(methoxymethyl)oxy>cholest-23-yn-22-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (22R)-des-A,B-8β-(benzoyloxy)-25-<(methoxymethyl)oxy>cholest-23-yn-22-ol

Chemical Property:

Purity/Quality:

Safty Information:

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Hazard Codes:

MSDS Files:: SDS file from LookChem

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Technology Process of (22R)-des-A,B-8β-(benzoyloxy)-25-<(methoxymethyl)oxy>cholest-23-yn-22-ol

There total 18 articles about (22R)-des-A,B-8β-(benzoyloxy)-25-<(methoxymethyl)oxy>cholest-23-yn-22-ol 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: 91.0%

: 145354-35-4
(22R)-des-A,B-8β-(benzoyloxy)-25-<(methoxymethyl)oxy>-22-<<(1'R)-3'-oxo-3'-<(methoxymethyl)oxy>-1'-methylpropyl>-oxy>cholest-23-yne

: 100858-20-6
(22R)-des-A,B-8β-(benzoyloxy)-25-<(methoxymethyl)oxy>cholest-23-yn-22-ol

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1021/jo00053a024

Reference yield:

: 66774-71-8
Benzoic acid (1R,3aR,4S,7aR)-7a-methyl-1-((S)-1-methyl-2-oxo-ethyl)-octahydro-inden-4-yl ester

: 100858-20-6
(22R)-des-A,B-8β-(benzoyloxy)-25-<(methoxymethyl)oxy>cholest-23-yn-22-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 1) 2,6-di-tert-butylpyridine, 2a) TMSTf, 2b) Et₃N, MeOH / 1) CH₂Cl₂, -78 deg C, 5 min, 2a) -78 deg C, 2 h, 2b) -78 deg C, 5 min then to RT

2: TiCl₄ / CH₂Cl₂ / 12 h / -78 °C

3: 92 percent / DMAP, i-Pr₂NEt / CH₂Cl₂ / 18 h / 0 °C

4: 91 percent / LDA / tetrahydrofuran / 0.5 h / -78 °C

With methanol; dmap; 2,6-di-tert-butyl-pyridine; TMSTf; titanium tetrachloride; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/jo00053a024

Reference yield:

: 55812-82-3,63730-57-4,63730-58-5,102281-42-5
(1R,3aR,4S,7aR)-7a-methyl-1-<(2E)-(1R,4R)-1,4,5-trimethyl-hex-2-enyl>-octahydro-1H-inden-4-ol

: 100858-20-6
(22R)-des-A,B-8β-(benzoyloxy)-25-<(methoxymethyl)oxy>cholest-23-yn-22-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / DMAP, pyridine / 14 h / refrigerator

2: 95 percent / pyridine, ozone / methanol; CH₂Cl₂ / 0.42 h / -78 °C

3: 1) 2,6-di-tert-butylpyridine, 2a) TMSTf, 2b) Et₃N, MeOH / 1) CH₂Cl₂, -78 deg C, 5 min, 2a) -78 deg C, 2 h, 2b) -78 deg C, 5 min then to RT

4: TiCl₄ / CH₂Cl₂ / 12 h / -78 °C

5: 92 percent / DMAP, i-Pr₂NEt / CH₂Cl₂ / 18 h / 0 °C

6: 91 percent / LDA / tetrahydrofuran / 0.5 h / -78 °C

With pyridine; methanol; dmap; 2,6-di-tert-butyl-pyridine; TMSTf; titanium tetrachloride; ozone; triethylamine; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00053a024