(2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trien-7-ol

Base Information

Chemical Name:(2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trien-7-ol
CAS No.:1402167-42-3
Molecular Formula:C₅₇H₈₀O₈Si
Molecular Weight:921.343
Hs Code.:

(2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trien-7-ol

Synonyms:(2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trien-7-ol

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Chemical Property of (2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trien-7-ol

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Technology Process of (2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trien-7-ol

There total 20 articles about (2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trien-7-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: 94.0%

: 1402167-38-7
(2E,4Z,6S,8E,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-6,12-dimethoxy-2,8,10,14-tetramethyl-pentadeca-2,4,8-trien-7-one

: 1402167-42-3
(2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trien-7-ol

Guidance literature:: With L-Selectride; In tetrahydrofuran; at -78 ℃; for 0.5h; diastereoselective reaction;
DOI:10.1002/chem.201201600

Reference yield: 39.0%

: 1402167-38-7
(2E,4Z,6S,8E,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-6,12-dimethoxy-2,8,10,14-tetramethyl-pentadeca-2,4,8-trien-7-one

: 1402167-42-3
(2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trien-7-ol

: 1402167-60-5
(2E,4Z,6S,7S,8E,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trien-7-ol

Guidance literature:: With dimethylsulfide borane complex; (S)-1-methyl-3,3-diphenyl-hexahydropyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; toluene; at -30 ℃; for 0.25h; diastereoselective reaction;
DOI:10.1002/chem.201201600

Reference yield:

: 1402167-29-6
(S,2E,4Z)-methyl 7-(tert-butyldimethylsilyloxy)-6-hydroxy-2-methylhepta-2,4-dienoate

: 1402167-42-3
(2E,4Z,6S,7R,8E,10S,11R,12S,14R)-11-(benzyloxy)-1-(tert-butyldiphenylsilyloxy)-15-(3',6'-diisopropoxy-2'-methoxyphenyl)-6,12-dimethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trien-7-ol

Guidance literature:: Multi-step reaction with 10 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 2 h / -20 °C

2.1: diisobutylaluminium hydride / tetrahydrofuran; cyclohexane / 3 h / -78 - -20 °C

3.1: 1H-imidazole / dichloromethane / 0.25 h / -20 °C

4.1: camphor-10-sulfonic acid / methanol; dichloromethane / 2 h / 0 °C

5.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / acetonitrile / 3 h / 85 °C

6.1: isopropylmagnesium chloride / tetrahydrofuran / 0.5 h / -78 °C

6.2: 2 h / -78 °C

7.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 3 h / 20 °C

8.1: samarium diiodide / tetrahydrofuran / 1.5 h / -78 °C

9.1: Martins sulfurane / dichloromethane / 1 h / 0 °C

10.1: L-Selectride / tetrahydrofuran / 0.5 h / -78 °C

With 1H-imidazole; samarium diiodide; Martins sulfurane; camphor-10-sulfonic acid; isopropylmagnesium chloride; L-Selectride; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; cyclohexane; N,N-dimethyl-formamide; acetonitrile; mineral oil;
DOI:10.1002/chem.201201600