(2R,4S,5R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethyl-pentan-1-ol

Base Information

Chemical Name:(2R,4S,5R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethyl-pentan-1-ol
CAS No.:848737-98-4
Molecular Formula:C₁₉H₃₀O₄
Molecular Weight:322.445
Hs Code.:

Synonyms:(2R,4S,5R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethyl-pentan-1-ol

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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-pentan-1-ol

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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-pentan-1-ol

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

: 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

: 848737-98-4
(2R,4S,5R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethyl-pentan-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; 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

: 848737-98-4
(2R,4S,5R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethyl-pentan-1-ol

Guidance literature:: Multi-step reaction with 6 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

6.1: 91 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

With lithium aluminium tetrahydride; methanesulfonamide; dimethylsulfide borane complex; AD-mix-β; tetrabutyl ammonium fluoride; 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

: 848737-98-4
(2R,4S,5R)-5-Benzyloxy-5-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,4-dimethyl-pentan-1-ol

Guidance literature:: Multi-step reaction with 5 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

5.1: 91 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

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