(4S,5S,9S,10S,11R,Z)-11-(tert-butyldimethylsilyloxy)-4,10-dimethyl-7-methylene-5,9-bis[(S)-1-phenylethoxy]tridec-2-en-3-yl benzoate

Base Information

• Chemical Name: (4S,5S,9S,10S,11R,Z)-11-(tert-butyldimethylsilyloxy)-4,10-dimethyl-7-methylene-5,9-bis[(S)-1-phenylethoxy]tridec-2-en-3-yl benzoate
• CAS No.: 1172135-72-6
• Molecular Formula: C₄₅H₆₄O₅Si
• Molecular Weight: 713.086

Synonyms:(4S,5S,9S,10S,11R,Z)-11-(tert-butyldimethylsilyloxy)-4,10-dimethyl-7-methylene-5,9-bis[(S)-1-phenylethoxy]tridec-2-en-3-yl benzoate

Chemical Property of (4S,5S,9S,10S,11R,Z)-11-(tert-butyldimethylsilyloxy)-4,10-dimethyl-7-methylene-5,9-bis[(S)-1-phenylethoxy]tridec-2-en-3-yl benzoate

Chemical Property:

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Technology Process of (4S,5S,9S,10S,11R,Z)-11-(tert-butyldimethylsilyloxy)-4,10-dimethyl-7-methylene-5,9-bis[(S)-1-phenylethoxy]tridec-2-en-3-yl benzoate

There total 1 articles about (4S,5S,9S,10S,11R,Z)-11-(tert-butyldimethylsilyloxy)-4,10-dimethyl-7-methylene-5,9-bis[(S)-1-phenylethoxy]tridec-2-en-3-yl benzoate 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:

C53H74O7SSi2 → (4S,5S,9S,10S,11R,Z)-11-(tert-butyldimethylsilyloxy)-4,10-dimethyl-7-methylene-5,9-bis[(S)-1-phenylethoxy]tridec-2-en-3-yl benzoate (1172135-72-6)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; triethylamine; In methanol; at -78 - -40 ℃; for 3h;

DOI:10.1055/s-0028-1088011

Reference yield: 86.0%

(4S,5S,9S,10S,11R,Z)-11-(tert-butyldimethylsilyloxy)-4,10-dimethyl-7-methylene-5,9-bis[(S)-1-phenylethoxy]tridec-2-en-3-yl benzoate (1172135-72-6) → (4S,5S,9S,10R,11R,2Z)-11-hydroxy-4,10-dimethyl-7-methylene-5,9-bis[(S)-1-phenylethoxy]tridec-2-en-3-yl benzoate (1172135-74-8)

Guidance literature:

With pyridine hydrogenfluoride; In acetonitrile; at 20 ℃;

DOI:10.1055/s-0028-1088011

Reference yield: 75.0%

(4S,5S,9S,10S,11R,Z)-11-(tert-butyldimethylsilyloxy)-4,10-dimethyl-7-methylene-5,9-bis[(S)-1-phenylethoxy]tridec-2-en-3-yl benzoate (1172135-72-6) → (4S,5S)-7-{(2S,3S,4R)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-methyl-2-[(1S)-1-phenylethoxy]hexyl}-4-methyl-5-[(1S)-1-phenylethoxy]oct-7-en-3-one (1172135-80-6)

Guidance literature:

With methyllithium lithium bromide; In diethyl ether; at -78 ℃; for 2h;

DOI:10.1055/s-0028-1088011

Downstream raw materials:

(4S,5S,9S,10R,11R,2Z)-5,9,11-trihydroxy-4,10-dimethyl-7-methylenetridec-2-en-3-yl benzoate

(4S,5S)-7-{(2S,3S,4R)-4-{[tert-butyl(dimethyl)silyl]oxy}-3-methyl-2-[(1S)-1-phenylethoxy]hexyl}-4-methyl-5-[(1S)-1-phenylethoxy]oct-7-en-3-one

(4S,5S,9S,10R,11R,2Z)-11-hydroxy-4,10-dimethyl-7-methylene-5,9-bis[(S)-1-phenylethoxy]tridec-2-en-3-yl benzoate

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