4-Undecene-2,10-diol, 1-[(4-methoxyphenyl)methoxy]-3,5,7,9-tetramethyl-11-(phenylmethoxy)-, (2R,3S,4E,7S,9S,10R)-

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Chemical Name:4-Undecene-2,10-diol, 1-[(4-methoxyphenyl)methoxy]-3,5,7,9-tetramethyl-11-(phenylmethoxy)-, (2R,3S,4E,7S,9S,10R)-
CAS No.:501419-27-8
Molecular Formula:C30H44O5
Molecular Weight:484.676
Hs Code.:

Synonyms:

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Chemical Property of 4-Undecene-2,10-diol, 1-[(4-methoxyphenyl)methoxy]-3,5,7,9-tetramethyl-11-(phenylmethoxy)-, (2R,3S,4E,7S,9S,10R)-

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Technology Process of 4-Undecene-2,10-diol, 1-[(4-methoxyphenyl)methoxy]-3,5,7,9-tetramethyl-11-(phenylmethoxy)-, (2R,3S,4E,7S,9S,10R)-

There total 17 articles about 4-Undecene-2,10-diol, 1-[(4-methoxyphenyl)methoxy]-3,5,7,9-tetramethyl-11-(phenylmethoxy)-, (2R,3S,4E,7S,9S,10R)- 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: 87.0%

: 501419-08-5
3S,5,7S,9S-tetramethyl-11-benzyloxy-1-paramethoxybenzyloxy-2R,10R-bis-(tert-butyldimethylsiloxy)-4E-undecene

: 501419-27-8
3S,5,7S,9S-tetramethyl-11-benzyloxy-1-paramethoxybenzyloxy-2R,10R-dihydroxy-4E-undecene

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 20h;
DOI:10.1021/ja028941u

Reference yield:

: 501419-24-5
4-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-2-methyl-butyric acid methyl ester

: 501419-27-8
3S,5,7S,9S-tetramethyl-11-benzyloxy-1-paramethoxybenzyloxy-2R,10R-dihydroxy-4E-undecene

Guidance literature:: Multi-step reaction with 7 steps

1.1: 94 percent / DIBAL-H / CH₂Cl₂ / 1.25 h / -78 - 0 °C

2.1: 96 percent / triphenylphosphine; iodine; imidazole / acetonitrile; diethyl ether / 20 °C

3.1: LiCl; diisopropylamine; n-butyllithium / tetrahydrofuran; petroleum ether / 1.33 h / -78 - 20 °C

3.2: 93 percent / tetrahydrofuran; various solvent(s) / 40 h / 0 °C

4.1: 93 percent / diisopropylamine; n-butyllithium; borane-ammonium complex / tetrahydrofuran; petroleum ether / 2.17 h / 0 - 20 °C

5.1: 95 percent / triphenylphosphine; imidazole; iodine / diethyl ether; acetonitrile / 0.17 h / 20 °C

6.1: tert-butyllithium; ZnCl₂ / diethyl ether; petroleum ether / 1 h / 20 °C

6.2: 58 percent / Pd(PPh₃)4 / diethyl ether; various solvent(s) / 16 h

7.1: 87 percent / TBAF / tetrahydrofuran / 20 h / 20 °C

With 1H-imidazole; n-butyllithium; tetrabutyl ammonium fluoride; iodine; tert.-butyl lithium; diisobutylaluminium hydride; diisopropylamine; triphenylphosphine; lithium chloride; zinc(II) chloride; In tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile; Petroleum ether; 3.1: Myer's alkylation / 6.2: Negishi coupling;
DOI:10.1021/ja028941u

Reference yield:

: 501419-25-6
(+)-(2S,3R)-4-benzyloxy-3-(tert-butyldimethylsiloxy)-2-methylbutan-1-ol

: 501419-27-8
3S,5,7S,9S-tetramethyl-11-benzyloxy-1-paramethoxybenzyloxy-2R,10R-dihydroxy-4E-undecene

Guidance literature:: Multi-step reaction with 6 steps

1.1: 96 percent / triphenylphosphine; iodine; imidazole / acetonitrile; diethyl ether / 20 °C

2.1: LiCl; diisopropylamine; n-butyllithium / tetrahydrofuran; petroleum ether / 1.33 h / -78 - 20 °C

2.2: 93 percent / tetrahydrofuran; various solvent(s) / 40 h / 0 °C

3.1: 93 percent / diisopropylamine; n-butyllithium; borane-ammonium complex / tetrahydrofuran; petroleum ether / 2.17 h / 0 - 20 °C

4.1: 95 percent / triphenylphosphine; imidazole; iodine / diethyl ether; acetonitrile / 0.17 h / 20 °C

5.1: tert-butyllithium; ZnCl₂ / diethyl ether; petroleum ether / 1 h / 20 °C

5.2: 58 percent / Pd(PPh₃)4 / diethyl ether; various solvent(s) / 16 h

6.1: 87 percent / TBAF / tetrahydrofuran / 20 h / 20 °C

With 1H-imidazole; n-butyllithium; tetrabutyl ammonium fluoride; iodine; tert.-butyl lithium; diisopropylamine; triphenylphosphine; lithium chloride; zinc(II) chloride; In tetrahydrofuran; diethyl ether; acetonitrile; Petroleum ether; 2.1: Myer's alkylation / 5.2: Negishi coupling;
DOI:10.1021/ja028941u