(2R,3R,4S,6R)-7-(t-butyldimethylsilyloxy)-2,3-benzylidendioxy-4,6-dimethyl-1-heptanol

Base Information

Chemical Name:(2R,3R,4S,6R)-7-(t-butyldimethylsilyloxy)-2,3-benzylidendioxy-4,6-dimethyl-1-heptanol
CAS No.:848737-86-0
Molecular Formula:C₂₂H₃₈O₄Si
Molecular Weight:394.627
Hs Code.:

Synonyms:(2R,3R,4S,6R)-7-(t-butyldimethylsilyloxy)-2,3-benzylidendioxy-4,6-dimethyl-1-heptanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3R,4S,6R)-7-(t-butyldimethylsilyloxy)-2,3-benzylidendioxy-4,6-dimethyl-1-heptanol

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Technology Process of (2R,3R,4S,6R)-7-(t-butyldimethylsilyloxy)-2,3-benzylidendioxy-4,6-dimethyl-1-heptanol

There total 8 articles about (2R,3R,4S,6R)-7-(t-butyldimethylsilyloxy)-2,3-benzylidendioxy-4,6-dimethyl-1-heptanol 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: 83.0%

: 848737-96-2
(4S,5R)-5-[(1S,3R)-4-(tert-Butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-2-phenyl-[1,3]dioxolane-4-carboxylic acid ethyl ester

: 848737-86-0
(2R,3R,4S,6R)-7-(t-butyldimethylsilyloxy)-2,3-benzylidendioxy-4,6-dimethyl-1-heptanol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1016/j.tet.2004.12.013

Reference yield:

: 848737-82-6
ethyl (2E,4S,6R)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6-dimethyl-2-heptenoate

: 848737-86-0
(2R,3R,4S,6R)-7-(t-butyldimethylsilyloxy)-2,3-benzylidendioxy-4,6-dimethyl-1-heptanol

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / AD-mix-β; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 45 h / 20 °C

2: 83 percent / p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 1 h / 20 °C

3: 83 percent / lithium aluminium hydride / tetrahydrofuran / 0.5 h / 0 °C

With lithium aluminium tetrahydride; methanesulfonamide; AD-mix-β; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.tet.2004.12.013

Reference yield:

: 848737-84-8
(2S,3R,4S,6R)-ethyl 7-(t-butyldimethylsilyloxy)-2,3-dihydroxy-4,6-dimethylheptanoate

: 848737-86-0
(2R,3R,4S,6R)-7-(t-butyldimethylsilyloxy)-2,3-benzylidendioxy-4,6-dimethyl-1-heptanol

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 1 h / 20 °C

2: 83 percent / lithium aluminium hydride / tetrahydrofuran / 0.5 h / 0 °C

With lithium aluminium tetrahydride; toluene-4-sulfonic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2004.12.013