(22R)-des-A,B-8β-(benzoyloxy)-22<<(1'R)-2'-carboxy-1'-methylethyl>oxy>-23-cholestyn-25-ol

Base Information

Chemical Name:(22R)-des-A,B-8β-(benzoyloxy)-22<<(1'R)-2'-carboxy-1'-methylethyl>oxy>-23-cholestyn-25-ol
CAS No.:145354-33-2
Molecular Formula:C₂₉H₄₀O₆
Molecular Weight:484.633
Hs Code.:

Synonyms:(22R)-des-A,B-8β-(benzoyloxy)-22<<(1'R)-2'-carboxy-1'-methylethyl>oxy>-23-cholestyn-25-ol

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Chemical Property of (22R)-des-A,B-8β-(benzoyloxy)-22<<(1'R)-2'-carboxy-1'-methylethyl>oxy>-23-cholestyn-25-ol

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Technology Process of (22R)-des-A,B-8β-(benzoyloxy)-22<<(1'R)-2'-carboxy-1'-methylethyl>oxy>-23-cholestyn-25-ol

There total 6 articles about (22R)-des-A,B-8β-(benzoyloxy)-22<<(1'R)-2'-carboxy-1'-methylethyl>oxy>-23-cholestyn-25-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:

: 115527-16-7
1-tributylstannyl-3-methyl-3-trimethylsilyloxy-1-butyne

: 145354-29-6
(20S)-des-A,B-8β-(benzoyloxy)-20-<(2'R,6'R)-6'-methyl-4'-oxo-1',3'-dioxan-2'-yl>pregnane

: 145354-33-2
(22R)-des-A,B-8β-(benzoyloxy)-22<<(1'R)-2'-carboxy-1'-methylethyl>oxy>-23-cholestyn-25-ol

: (22S)-des-A,B-8β-(benzoyloxy)-22<<(1'R)-2'-carboxy-1'-methylethyl>oxy>-23-cholestyn-25-ol

Guidance literature:: With titanium tetrachloride; In dichloromethane; at -78 ℃; for 12h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
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

: 145354-33-2
(22R)-des-A,B-8β-(benzoyloxy)-22<<(1'R)-2'-carboxy-1'-methylethyl>oxy>-23-cholestyn-25-ol

Guidance literature:: Multi-step reaction with 2 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

With methanol; 2,6-di-tert-butyl-pyridine; TMSTf; titanium tetrachloride; triethylamine; In dichloromethane;
DOI:10.1021/jo00053a024

Reference yield:

: 68702-86-3
(24R,22E)-des-A,B-8β-(benzoyloxy)ergost-22-ene

: 145354-33-2
(22R)-des-A,B-8β-(benzoyloxy)-22<<(1'R)-2'-carboxy-1'-methylethyl>oxy>-23-cholestyn-25-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / pyridine, ozone / methanol; CH₂Cl₂ / 0.42 h / -78 °C

2: 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

3: TiCl₄ / CH₂Cl₂ / 12 h / -78 °C

With pyridine; methanol; 2,6-di-tert-butyl-pyridine; TMSTf; titanium tetrachloride; ozone; triethylamine; In methanol; dichloromethane;
DOI:10.1021/jo00053a024