(2R,6R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-2,6,10-trimethyldodecan-6-ol

Base Information

Chemical Name:(2R,6R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-2,6,10-trimethyldodecan-6-ol
CAS No.:1345135-07-0
Molecular Formula:C₂₈H₅₂O₃Si
Molecular Weight:464.805
Hs Code.:

Synonyms:(2R,6R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-2,6,10-trimethyldodecan-6-ol

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Chemical Property of (2R,6R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-2,6,10-trimethyldodecan-6-ol

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Technology Process of (2R,6R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-2,6,10-trimethyldodecan-6-ol

There total 11 articles about (2R,6R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-2,6,10-trimethyldodecan-6-ol 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: 91.0%

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

: 1345135-07-0
(2R,6R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-2,6,10-trimethyldodecan-6-ol

Guidance literature:: With lithium triethylborohydride; In tetrahydrofuran; at 0 - 20 ℃; regioselective reaction; Inert atmosphere;
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

: 1345135-07-0
(2R,6R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-2,6,10-trimethyldodecan-6-ol

Guidance literature:: Multi-step reaction with 4 steps

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

2: triethylamine / dichloromethane / 0 °C

3: potassium carbonate / methanol / 20 °C

4: lithium triethylborohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

With methanesulfonamide; AD-mix-α; lithium triethylborohydride; potassium carbonate; triethylamine; In tetrahydrofuran; 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

: 1345135-07-0
(2R,6R,10R)-12-benzyloxy-1-tert-butyldimethylsilyloxy-2,6,10-trimethyldodecan-6-ol

Guidance literature:: Multi-step reaction with 5 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

5: lithium triethylborohydride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere

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