[(2R,4S,5R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethyl-pentyloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(2R,4S,5R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethyl-pentyloxy]-tert-butyl-dimethyl-silane
CAS No.:848737-97-3
Molecular Formula:C₂₅H₄₄O₄Si
Molecular Weight:436.707
Hs Code.:

Synonyms:[(2R,4S,5R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethyl-pentyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(2R,4S,5R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethyl-pentyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(2R,4S,5R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethyl-pentyloxy]-tert-butyl-dimethyl-silane

There total 10 articles about [(2R,4S,5R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethyl-pentyloxy]-tert-butyl-dimethyl-silane 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%

: 848737-88-2
(2R,3R,4S,6R)-3-benzyloxy-7-(t-butyldimethylsilyloxy)-4,6-dimethyl-1,2-heptanediol

: 77-76-9
2,2-dimethoxy-propane

: 848737-97-3
[(2R,4S,5R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethyl-pentyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 1h;
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

: 848737-97-3
[(2R,4S,5R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethyl-pentyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 80 percent / AD-mix-β; methanesulfonamide / 2-methyl-propan-2-ol; H2O / 45 h / 20 °C

2.1: 83 percent / p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 1 h / 20 °C

3.1: 83 percent / lithium aluminium hydride / tetrahydrofuran / 0.5 h / 0 °C

4.1: borane-dimethylsulfide complex / CH₂Cl₂ / 1 h / 0 - 20 °C

4.2: 70 percent / BF₃*Et₂O / CH₂Cl₂ / 0.17 h / 0 °C

5.1: 91 percent / p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 1 h / 20 °C

With lithium aluminium tetrahydride; methanesulfonamide; dimethylsulfide borane complex; 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

: 848737-97-3
[(2R,4S,5R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethyl-pentyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 83 percent / p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 1 h / 20 °C

2.1: 83 percent / lithium aluminium hydride / tetrahydrofuran / 0.5 h / 0 °C

3.1: borane-dimethylsulfide complex / CH₂Cl₂ / 1 h / 0 - 20 °C

3.2: 70 percent / BF₃*Et₂O / CH₂Cl₂ / 0.17 h / 0 °C

4.1: 91 percent / p-toluenesulfonic acid monohydrate / CH₂Cl₂ / 1 h / 20 °C

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