(11R,13S,14S,15S,16R)-13-(benzyloxy)-14-(tert-butyldimethylsilyloxy)-2,2,15,16-tetrachlorodocosane-1,11-diol

Base Information

Chemical Name:(11R,13S,14S,15S,16R)-13-(benzyloxy)-14-(tert-butyldimethylsilyloxy)-2,2,15,16-tetrachlorodocosane-1,11-diol
CAS No.:1266384-12-6
Molecular Formula:C₃₅H₆₂Cl₄O₄Si
Molecular Weight:716.772
Hs Code.:

Synonyms:(11R,13S,14S,15S,16R)-13-(benzyloxy)-14-(tert-butyldimethylsilyloxy)-2,2,15,16-tetrachlorodocosane-1,11-diol

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Chemical Property of (11R,13S,14S,15S,16R)-13-(benzyloxy)-14-(tert-butyldimethylsilyloxy)-2,2,15,16-tetrachlorodocosane-1,11-diol

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Technology Process of (11R,13S,14S,15S,16R)-13-(benzyloxy)-14-(tert-butyldimethylsilyloxy)-2,2,15,16-tetrachlorodocosane-1,11-diol

There total 19 articles about (11R,13S,14S,15S,16R)-13-(benzyloxy)-14-(tert-butyldimethylsilyloxy)-2,2,15,16-tetrachlorodocosane-1,11-diol 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: 49.0%

: 1266383-97-4
tert-butyl(10-{(2R,4R,6S)-6-[(1S,2S,3R)-1-(tert-butyldimethylsiloxy)-2,3-dichlorononyl]-2-phenyl-1,3-dioxan-4-yl}-2,2-dichlorodecyloxy)dimethylsilane

: 1266384-13-7
(11R,13S,14S,15S,16R)-11-(benzyloxy)-2,2,15,16-tetrachlorodocosane-1,13,14-triol

: 1266384-12-6
(11R,13S,14S,15S,16R)-13-(benzyloxy)-14-(tert-butyldimethylsilyloxy)-2,2,15,16-tetrachlorodocosane-1,11-diol

: 1266384-10-4
(7R,8S,9S,10S,12R)-12-(benzyloxy)-22-(tert-butyldimethylsilyloxy)-7,8,21,21-tetrachlorodocosane-9,10-diol

: 1266384-11-5
(5S,6S,8R)-6-(benzyloxy)-17,17-dichloro-5-[(1S,2R)-1,2-dichlorooctyl]-2,2,3,3,20,20,21,21-octamethyl-4,19-dioxa-3,20-disiladocosan-8-ol

Guidance literature:: With diisobutylaluminium hydride; In hexane; dichloromethane; at 0 ℃; for 3h;
DOI:10.1021/ol1029518

Reference yield:

: 1159428-45-1
1-(tert-butyldimethylsilyloxy)-2,2-dichloro-11-iodoundecane

: 1266384-13-7
(11R,13S,14S,15S,16R)-11-(benzyloxy)-2,2,15,16-tetrachlorodocosane-1,13,14-triol

: 1266384-12-6
(11R,13S,14S,15S,16R)-13-(benzyloxy)-14-(tert-butyldimethylsilyloxy)-2,2,15,16-tetrachlorodocosane-1,11-diol

: 1266384-10-4
(7R,8S,9S,10S,12R)-12-(benzyloxy)-22-(tert-butyldimethylsilyloxy)-7,8,21,21-tetrachlorodocosane-9,10-diol

: 1266384-11-5
(5S,6S,8R)-6-(benzyloxy)-17,17-dichloro-5-[(1S,2R)-1,2-dichlorooctyl]-2,2,3,3,20,20,21,21-octamethyl-4,19-dioxa-3,20-disiladocosan-8-ol

Guidance literature:: Multi-step reaction with 6 steps

1: sodium nitrite / N,N-dimethyl-formamide / 0.33 h / 20 °C

2: phenyl isocyanate; triethylamine / toluene / 20 - 90 °C

3: water; molybdenum hexacarbonyl / acetonitrile / 20 - 90 °C

4: acetic acid; tetramethylammonium triacetoxyborohydride / dichloromethane; acetonitrile / 1 h / 20 °C

5: pyridinium p-toluenesulfonate / dichloromethane / 2.83 h / 20 °C

6: diisobutylaluminium hydride / hexane; dichloromethane / 3 h / 0 °C

With water; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; phenyl isocyanate; acetic acid; triethylamine; tetramethylammonium triacetoxyborohydride; sodium nitrite; molybdenum hexacarbonyl; In hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ol1029518

Reference yield:

: 1266383-95-2
11-(tert-butyldimethylsilyloxy)-10,10-dichloroundecan-1-ol

: 1266384-13-7
(11R,13S,14S,15S,16R)-11-(benzyloxy)-2,2,15,16-tetrachlorodocosane-1,13,14-triol

: 1266384-12-6
(11R,13S,14S,15S,16R)-13-(benzyloxy)-14-(tert-butyldimethylsilyloxy)-2,2,15,16-tetrachlorodocosane-1,11-diol

: 1266384-10-4
(7R,8S,9S,10S,12R)-12-(benzyloxy)-22-(tert-butyldimethylsilyloxy)-7,8,21,21-tetrachlorodocosane-9,10-diol

: 1266384-11-5
(5S,6S,8R)-6-(benzyloxy)-17,17-dichloro-5-[(1S,2R)-1,2-dichlorooctyl]-2,2,3,3,20,20,21,21-octamethyl-4,19-dioxa-3,20-disiladocosan-8-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 1H-imidazole; iodine; triphenylphosphine / tetrahydrofuran / 0.5 h / 20 °C

2: sodium nitrite / N,N-dimethyl-formamide / 0.33 h / 20 °C

3: phenyl isocyanate; triethylamine / toluene / 20 - 90 °C

4: water; molybdenum hexacarbonyl / acetonitrile / 20 - 90 °C

5: acetic acid; tetramethylammonium triacetoxyborohydride / dichloromethane; acetonitrile / 1 h / 20 °C

6: pyridinium p-toluenesulfonate / dichloromethane / 2.83 h / 20 °C

7: diisobutylaluminium hydride / hexane; dichloromethane / 3 h / 0 °C

With 1H-imidazole; water; iodine; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; phenyl isocyanate; acetic acid; triethylamine; triphenylphosphine; tetramethylammonium triacetoxyborohydride; sodium nitrite; molybdenum hexacarbonyl; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ol1029518