(2R,6S,7R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-6,7-epoxy-2,6,10-trimethyldodecane

Base Information

Chemical Name:(2R,6S,7R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-6,7-epoxy-2,6,10-trimethyldodecane
CAS No.:1345135-05-8
Molecular Formula:C₂₈H₅₀O₃Si
Molecular Weight:462.789
Hs Code.:

Synonyms:(2R,6S,7R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-6,7-epoxy-2,6,10-trimethyldodecane

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Chemical Property of (2R,6S,7R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-6,7-epoxy-2,6,10-trimethyldodecane

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Technology Process of (2R,6S,7R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-6,7-epoxy-2,6,10-trimethyldodecane

There total 10 articles about (2R,6S,7R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-6,7-epoxy-2,6,10-trimethyldodecane 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:

: C₂₉H₅₄O₆SSi

: 1345135-05-8
(2R,6S,7R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-6,7-epoxy-2,6,10-trimethyldodecane

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃;
DOI:10.1016/j.tet.2011.09.066

Reference yield:

: 1345135-01-4
(2R,6E,10R)-tert-butyldimethylsilyl 12-benzyloxy-2,6,10-trimethyl-6-dodecenyl ether

: 1345135-05-8
(2R,6S,7R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-6,7-epoxy-2,6,10-trimethyldodecane

Guidance literature:: Multi-step reaction with 3 steps

1: AD-mix-α; methanesulfonamide / water; tert-butyl alcohol / 0 °C

2: triethylamine / dichloromethane / 0 °C

3: potassium carbonate / methanol / 20 °C

With methanesulfonamide; AD-mix-α; potassium carbonate; triethylamine; In methanol; dichloromethane; water; tert-butyl alcohol; 1: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tet.2011.09.066

Reference yield:

: (2R,6E,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-2,6,10-trimethyl-6-dodecen-4-yl phenyl sulfone

: 1345135-05-8
(2R,6S,7R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-6,7-epoxy-2,6,10-trimethyldodecane

Guidance literature:: Multi-step reaction with 4 steps

1: disodium hydrogenphosphate; sodium-mercury amalgam (5%) / tetrahydrofuran; methanol / 1.5 h / -15 - 20 °C

2: AD-mix-α; methanesulfonamide / water; tert-butyl alcohol / 0 °C

3: triethylamine / dichloromethane / 0 °C

4: potassium carbonate / methanol / 20 °C

With disodium hydrogenphosphate; sodium-mercury amalgam (5%); methanesulfonamide; AD-mix-α; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol; 2: Sharpless asymmetric dihydroxylation;
DOI:10.1016/j.tet.2011.09.066