(2'R,3'S,5'R,7'S,8'R)-7'-(4-bromobenzyloxy)-8'-(4-bromobenzyloxymethyl)-2'-(tret-butyldimethylsilyloxymethyl)-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate

Base Information

Chemical Name:(2'R,3'S,5'R,7'S,8'R)-7'-(4-bromobenzyloxy)-8'-(4-bromobenzyloxymethyl)-2'-(tret-butyldimethylsilyloxymethyl)-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate
CAS No.:876288-71-0
Molecular Formula:C₄₅H₅₆Br₂O₆Si
Molecular Weight:880.83
Hs Code.:

(2'R,3'S,5'R,7'S,8'R)-7'-(4-bromobenzyloxy)-8'-(4-bromobenzyloxymethyl)-2'-(tret-butyldimethylsilyloxymethyl)-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate

Synonyms:(2'R,3'S,5'R,7'S,8'R)-7'-(4-bromobenzyloxy)-8'-(4-bromobenzyloxymethyl)-2'-(tret-butyldimethylsilyloxymethyl)-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate

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Chemical Property of (2'R,3'S,5'R,7'S,8'R)-7'-(4-bromobenzyloxy)-8'-(4-bromobenzyloxymethyl)-2'-(tret-butyldimethylsilyloxymethyl)-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate

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Technology Process of (2'R,3'S,5'R,7'S,8'R)-7'-(4-bromobenzyloxy)-8'-(4-bromobenzyloxymethyl)-2'-(tret-butyldimethylsilyloxymethyl)-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate

There total 4 articles about (2'R,3'S,5'R,7'S,8'R)-7'-(4-bromobenzyloxy)-8'-(4-bromobenzyloxymethyl)-2'-(tret-butyldimethylsilyloxymethyl)-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate 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: 100.0%

: 876288-70-9
(2'R,3'S,5'R,7'S,8'R)-2'-(tret-butyldimethylsilyloxymethyl)-7'-hydroxy-8'-hydroxymethyl-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate

: 589-15-1
1-bromomethyl-4-bromobenzene

: 876288-71-0
(2'R,3'S,5'R,7'S,8'R)-7'-(4-bromobenzyloxy)-8'-(4-bromobenzyloxymethyl)-2'-(tret-butyldimethylsilyloxymethyl)-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 25 ℃; for 14h;
DOI:10.1016/j.tetlet.2005.11.085

Reference yield:

: 876288-69-6
(1'R,3'S,4'R,6'R,8'S,10'R)-3'-(tret-butyldimethylsilyloxymethyl)-6'-methyl-10'-phenyl-2',9',11'-trioxabicyclo[6.4.0]dodecan-4'-yl 2,2-dimethylpropionate

: 876288-71-0
(2'R,3'S,5'R,7'S,8'R)-7'-(4-bromobenzyloxy)-8'-(4-bromobenzyloxymethyl)-2'-(tret-butyldimethylsilyloxymethyl)-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate

Guidance literature:: Multi-step reaction with 2 steps

1: 100 percent / 1,2-ethanedithiol; NaHCO₃; Zn(OTf)2 / CH₂Cl₂ / 5 h / 0 - 25 °C

2: 100 percent / TBAI; NaH / tetrahydrofuran / 16 h / 0 - 25 °C

With tetra-(n-butyl)ammonium iodide; zinc trifluoromethanesulfonate; sodium hydride; sodium hydrogencarbonate; ethane-1,2-dithiol; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2006.05.014

Reference yield:

: 3282-30-2
pivaloyl chloride

: 876288-71-0
(2'R,3'S,5'R,7'S,8'R)-7'-(4-bromobenzyloxy)-8'-(4-bromobenzyloxymethyl)-2'-(tret-butyldimethylsilyloxymethyl)-5'-methyl-oxocan-3'-yl 2,2-dimethylpropionate

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / pyridine / 14 h / 0 - 26 °C

2: 100 percent / 1,2-ethanedithiol; NaHCO₃; Zn(OTf)2 / CH₂Cl₂ / 5 h / 0 - 25 °C

3: 100 percent / TBAI; NaH / tetrahydrofuran / 16 h / 0 - 25 °C

With pyridine; tetra-(n-butyl)ammonium iodide; zinc trifluoromethanesulfonate; sodium hydride; sodium hydrogencarbonate; ethane-1,2-dithiol; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2006.05.014