(5S)-1-Benzoyl-3-[(4R,5S,6S,8E,10E,12E)-4,5-bis(trimethylsilylethoxymethoxy)-1-oxo-4,6,12-trimethyltetradeca-8,10,12-trienyl]-5-phenylmethyl-3-phenylselenopyrrolidin-2-one

Base Information

Chemical Name:(5S)-1-Benzoyl-3-[(4R,5S,6S,8E,10E,12E)-4,5-bis(trimethylsilylethoxymethoxy)-1-oxo-4,6,12-trimethyltetradeca-8,10,12-trienyl]-5-phenylmethyl-3-phenylselenopyrrolidin-2-one
CAS No.:259134-22-0
Molecular Formula:C₅₃H₇₅NO₇SeSi₂
Molecular Weight:973.312
Hs Code.:

(5S)-1-Benzoyl-3-[(4R,5S,6S,8E,10E,12E)-4,5-bis(trimethylsilylethoxymethoxy)-1-oxo-4,6,12-trimethyltetradeca-8,10,12-trienyl]-5-phenylmethyl-3-phenylselenopyrrolidin-2-one

Synonyms:(5S)-1-Benzoyl-3-[(4R,5S,6S,8E,10E,12E)-4,5-bis(trimethylsilylethoxymethoxy)-1-oxo-4,6,12-trimethyltetradeca-8,10,12-trienyl]-5-phenylmethyl-3-phenylselenopyrrolidin-2-one

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Chemical Property of (5S)-1-Benzoyl-3-[(4R,5S,6S,8E,10E,12E)-4,5-bis(trimethylsilylethoxymethoxy)-1-oxo-4,6,12-trimethyltetradeca-8,10,12-trienyl]-5-phenylmethyl-3-phenylselenopyrrolidin-2-one

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Technology Process of (5S)-1-Benzoyl-3-[(4R,5S,6S,8E,10E,12E)-4,5-bis(trimethylsilylethoxymethoxy)-1-oxo-4,6,12-trimethyltetradeca-8,10,12-trienyl]-5-phenylmethyl-3-phenylselenopyrrolidin-2-one

There total 1 articles about (5S)-1-Benzoyl-3-[(4R,5S,6S,8E,10E,12E)-4,5-bis(trimethylsilylethoxymethoxy)-1-oxo-4,6,12-trimethyltetradeca-8,10,12-trienyl]-5-phenylmethyl-3-phenylselenopyrrolidin-2-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: 81.0%

: 5707-04-0
Phenylselenyl chloride

: (R)-1-Benzoyl-5-benzyl-3-[(8E,10E,12E)-(4R,5S,6S)-4,6,12-trimethyl-4,5-bis-(2-trimethylsilanyl-ethoxymethoxy)-tetradeca-8,10,12-trienoyl]-pyrrolidin-2-one

: 259134-22-0
(5S)-1-Benzoyl-3-[(4R,5S,6S,8E,10E,12E)-4,5-bis(trimethylsilylethoxymethoxy)-1-oxo-4,6,12-trimethyltetradeca-8,10,12-trienyl]-5-phenylmethyl-3-phenylselenopyrrolidin-2-one

Guidance literature:: (R)-1-Benzoyl-5-benzyl-3-[(8E,10E,12E)-(4R,5S,6S)-4,6,12-trimethyl-4,5-bis-(2-trimethylsilanyl-ethoxymethoxy)-tetradeca-8,10,12-trienoyl]-pyrrolidin-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -72 ℃; for 0.5h;

Phenylselenyl chloride; In tetrahydrofuran; at -72 ℃; for 2.5h;
DOI:10.1039/a906414a

Reference yield:

: 259134-22-0
(5S)-1-Benzoyl-3-[(4R,5S,6S,8E,10E,12E)-4,5-bis(trimethylsilylethoxymethoxy)-1-oxo-4,6,12-trimethyltetradeca-8,10,12-trienyl]-5-phenylmethyl-3-phenylselenopyrrolidin-2-one

: 129056-21-9
(S)-1-Benzoyl-5-benzyl-3-[(8E,10E,12E)-(4R,5S,6S)-4,6,12-trimethyl-4,5-bis-(2-trimethylsilanyl-ethoxymethoxy)-tetradeca-8,10,12-trienoyl]-1,5-dihydro-pyrrol-2-one

Guidance literature:: With dihydrogen peroxide; 3-chloro-benzenecarboperoxoic acid; In chloroform; water; at -50 - 0 ℃; for 0.416667h;
DOI:10.1039/a906414a

Reference yield:

: 259134-22-0
(5S)-1-Benzoyl-3-[(4R,5S,6S,8E,10E,12E)-4,5-bis(trimethylsilylethoxymethoxy)-1-oxo-4,6,12-trimethyltetradeca-8,10,12-trienyl]-5-phenylmethyl-3-phenylselenopyrrolidin-2-one

: (16S,17S,18R)-16,18-Dimethyl-17,18-methylenedioxy-10-phenyl[11]cytochalasa-6⁽⁷⁾,13-diene-1,21-dione

Guidance literature:: Multi-step reaction with 4 steps

1: H₂O₂; MCPBA / CHCl₃; H₂O / 0.42 h / -50 - 0 °C

2: toluene / 16 h / 80 °C

3: 89 percent / NaOH; H₂O / methanol / 2.5 h

4: 55 percent / HF; H₂O / acetonitrile / 6 h / 20 °C

With sodium hydroxide; hydrogen fluoride; water; dihydrogen peroxide; 3-chloro-benzenecarboperoxoic acid; In methanol; chloroform; water; toluene; acetonitrile; 1: Elimination / 2: Cycloaddition / 3: Hydrolysis / 4: Hydrolysis;
DOI:10.1039/a906414a