(2R,3S,5R,9R)-3-benzyloxy-1,2-(isopropylidenedioxy)-5,9-dimethylundecane

Base Information

Chemical Name:(2R,3S,5R,9R)-3-benzyloxy-1,2-(isopropylidenedioxy)-5,9-dimethylundecane
CAS No.:913647-56-0
Molecular Formula:C₂₃H₃₈O₃
Molecular Weight:362.553
Hs Code.:

Synonyms:(2R,3S,5R,9R)-3-benzyloxy-1,2-(isopropylidenedioxy)-5,9-dimethylundecane

Suppliers and Price of (2R,3S,5R,9R)-3-benzyloxy-1,2-(isopropylidenedioxy)-5,9-dimethylundecane

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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,3S,5R,9R)-3-benzyloxy-1,2-(isopropylidenedioxy)-5,9-dimethylundecane

Chemical Property:

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Technology Process of (2R,3S,5R,9R)-3-benzyloxy-1,2-(isopropylidenedioxy)-5,9-dimethylundecane

There total 7 articles about (2R,3S,5R,9R)-3-benzyloxy-1,2-(isopropylidenedioxy)-5,9-dimethylundecane 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%

: 913647-55-9
(2R,3S,5R,9S)-3-benzyloxy-1,2-(isopropylidenedioxy)-9-methyl-11-(p-toluenesulfonyloxy)-5-(p-toluenesulfonyloxymethyl)undecane

: 913647-56-0
(2R,3S,5R,9R)-3-benzyloxy-1,2-(isopropylidenedioxy)-5,9-dimethylundecane

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 12h;
DOI:10.1016/j.tet.2006.07.054

Reference yield:

: ethyl (R)-5-iodo-3-methylpentanoate

: 913647-56-0
(2R,3S,5R,9R)-3-benzyloxy-1,2-(isopropylidenedioxy)-5,9-dimethylundecane

Guidance literature:: Multi-step reaction with 4 steps

1.1: MgBr₂*OEt₂ / CH₂Cl₂ / 0.25 h / 20 °C

1.2: n-Bu₃SnH; Et₃B / hexane / 6 h / 0 °C

1.3: 71 percent / KF / hexane; H₂O / 20 °C

2.1: 89 percent / lithium aluminium hydride / diethyl ether / 12 h / 20 °C

3.1: 91 percent / pyridine / CH₂Cl₂ / 20 °C

4.1: 83 percent / lithium aluminium hydride / diethyl ether / 12 h / 20 °C

With pyridine; lithium aluminium tetrahydride; magnesium bromide; In diethyl ether; dichloromethane;
DOI:10.1016/j.tet.2006.07.054

Reference yield:

: 913647-47-9
ethyl (4S,5R)-4-benzyloxy-5,6-(isopropylidenedioxy)-2-methylenehexanoate

: 913647-56-0
(2R,3S,5R,9R)-3-benzyloxy-1,2-(isopropylidenedioxy)-5,9-dimethylundecane

Guidance literature:: Multi-step reaction with 4 steps

1.1: MgBr₂*OEt₂ / CH₂Cl₂ / 0.25 h / 20 °C

1.2: n-Bu₃SnH; Et₃B / hexane / 6 h / 0 °C

1.3: 71 percent / KF / hexane; H₂O / 20 °C

2.1: 89 percent / lithium aluminium hydride / diethyl ether / 12 h / 20 °C

3.1: 91 percent / pyridine / CH₂Cl₂ / 20 °C

4.1: 83 percent / lithium aluminium hydride / diethyl ether / 12 h / 20 °C

With pyridine; lithium aluminium tetrahydride; magnesium bromide; In diethyl ether; dichloromethane;
DOI:10.1016/j.tet.2006.07.054