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Technology Process of (S)-5-((2S,4S,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)-4-hydroxypentan-2-one

(S)-5-((2S,4S,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)-4-hydroxypentan-2-one

Base Information
  • Chemical Name:(S)-5-((2S,4S,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)-4-hydroxypentan-2-one
  • CAS No.:1039456-33-1
  • Molecular Formula:C58H88O10Si2
  • Molecular Weight:1001.5
  • Hs Code.:
(S)-5-((2S,4S,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)-4-hydroxypentan-2-one

Synonyms:(S)-5-((2S,4S,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)-4-hydroxypentan-2-one

Suppliers and Price of (S)-5-((2S,4S,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)-4-hydroxypentan-2-one
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Chemical Property of (S)-5-((2S,4S,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)-4-hydroxypentan-2-one
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Technology Process of (S)-5-((2S,4S,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)-4-hydroxypentan-2-one

There total 1 articles about (S)-5-((2S,4S,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)-4-hydroxypentan-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%

1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)propan-2-one
1039456-12-6

1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)propan-2-one

2-((2R,4R,6R)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl) methyl)-2-phenyl-1,3-dioxan-4-yl)acetaldehyde
1039456-11-5

2-((2R,4R,6R)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl) methyl)-2-phenyl-1,3-dioxan-4-yl)acetaldehyde

(S)-5-((2S,4S,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)-4-hydroxypentan-2-one
1039456-33-1

(S)-5-((2S,4S,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)-4-hydroxypentan-2-one

(S)-5-((2S,4R,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)-4-hydroxypentan-2-one

(S)-5-((2S,4R,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)-4-hydroxypentan-2-one

Guidance literature:
1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)propan-2-one; With dicyclohexylboron chloride; triethylamine; In diethyl ether; hexane; at -10 ℃;
2-((2R,4R,6R)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl) methyl)-2-phenyl-1,3-dioxan-4-yl)acetaldehyde; In diethyl ether; hexane; at -78 ℃; for 3.33333h;
With water; dihydrogen peroxide; In methanol; diethyl ether; hexane; at 20 ℃; optical yield given as %de;
DOI:10.1021/ol801055b

Reference yield: 93.0%

(S)-5-((2S,4S,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)-4-hydroxypentan-2-one
1039456-33-1

(S)-5-((2S,4S,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)-4-hydroxypentan-2-one

(2R,4R)-1-((2S,4S,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-5-((2S,4R,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)pentane-2,4-diol
1039456-35-3

(2R,4R)-1-((2S,4S,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-5-((2S,4R,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)pentane-2,4-diol

Guidance literature:
With acetic acid; tetramethylammonium triacetoxyborohydride; In acetonitrile; at -10 ℃; for 12h;
DOI:10.1021/ol801055b
upstream raw materials:

1-((2S,4S,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)propan-2-one

2-((2R,4R,6R)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl) methyl)-2-phenyl-1,3-dioxan-4-yl)acetaldehyde

Downstream raw materials:

(2R,4R)-1-((2S,4S,6S)-6-(((2R,4R,6R)-6-((E,3S,4S)-4-(tert-butyldimethylsilyloxy)-3,5-dimethylhex-1-enyl)-2-phenyl-1,3-dioxan-4-yl)methyl)-2-phenyl-1,3-dioxan-4-yl)-5-((2S,4R,6S)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-2-phenyl-1,3-dioxan-4-yl)pentane-2,4-diol

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