(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

Base Information

Chemical Name:(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
CAS No.:876288-69-6
Molecular Formula:C₃₈H₅₀O₆Si
Molecular Weight:630.897
Hs Code.:

Synonyms:(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

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Chemical Property of (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

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Technology Process of (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

There total 1 articles about (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 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%

: 3282-30-2
pivaloyl chloride

: 475641-60-2
(2R,4aR,6S,7R,9S,10aS)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-9-methyl-2-phenyl-octahydro-1,3,5-trioxa-benzocycloocten-7-ol

: 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

Guidance literature:: With pyridine; at 26 ℃; for 14h;
DOI:10.1016/j.tetlet.2005.11.085

Reference yield: 100.0%

: 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

: 876288-70-9
(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

Guidance literature:: With zinc trifluoromethanesulfonate; sodium hydrogencarbonate; ethane-1,2-dithiol; In dichloromethane; at 0 - 25 ℃; for 5h;
DOI:10.1016/j.tet.2006.05.014

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

: 876288-85-6
1-{3-[8-benzyloxy-9-benzyloxymethyl-3-(tert-butyl-dimethyl-silanyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-ylmethyl]-2-methyl-oxiranyl}-2-[7-(4-bromo-benzyloxy)-8-(4-bromo-benzyloxymethyl)-3-(4-methoxy-benzyloxy)-5-methyl-oxocan-2-yl]-ethanol

Guidance literature:: Multi-step reaction with 10 steps

1.1: 100 percent / 1,2-ethanedithiol; NaHCO₃; Zn(OTf)2 / CH₂Cl₂ / 5 h / 0 - 25 °C

2.1: 100 percent / TBAI; NaH / tetrahydrofuran / 16 h / 0 - 25 °C

3.1: 88 percent / diisobutyl aluminium hydride / CH₂Cl₂; hexane / 2 h / -78 °C

4.1: TBAI; NaH / tetrahydrofuran / 21 h / 0 - 25 °C

5.1: TBAF / tetrahydrofuran / 2 h / 25 °C

6.1: Dess-Martin periodinane / CH₂Cl₂ / 1 h / 0 - 23 °C

7.1: NHMDS / tetrahydrofuran / 0.5 h / 0 °C

7.2: tetrahydrofuran / 17 h / -78 - 23 °C

8.1: 99 percent / Hg(OAc)2; TBAI / tetrahydrofuran; H₂O / 3 h / 24 °C

9.1: 40 percent / CrCl₂; NiCl₂ / dimethylsulfoxide / 25 h / 25 °C

10.1: VO(acac)2; TBHP / toluene / 2.5 h / 0 °C

10.2: 91 percent / dimethylsulfide / toluene / 0.5 h / 24 °C

With chromium dichloride; tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; mercury(II) diacetate; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; zinc trifluoromethanesulfonate; sodium hydride; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; ethane-1,2-dithiol; nickel dichloride; In tetrahydrofuran; hexane; dichloromethane; water; dimethyl sulfoxide; toluene; 7.2: Wittig reaction / 9.1: Nozaki-Hiyama-Kishi reaction;
DOI:10.1016/j.tet.2006.05.014