(1R,5R,6R,8R)-5-((1S)-1-Methoxy-2,2-dimethylbut-3-enyl)-8-phenyl-2,4,7,9-tetraoxabicyclo[4.4.0]decane

Base Information

Chemical Name:(1R,5R,6R,8R)-5-((1S)-1-Methoxy-2,2-dimethylbut-3-enyl)-8-phenyl-2,4,7,9-tetraoxabicyclo[4.4.0]decane
CAS No.:207276-53-7
Molecular Formula:C₁₉H₂₆O₅
Molecular Weight:334.412
Hs Code.:

Synonyms:(1R,5R,6R,8R)-5-((1S)-1-Methoxy-2,2-dimethylbut-3-enyl)-8-phenyl-2,4,7,9-tetraoxabicyclo[4.4.0]decane

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Chemical Property of (1R,5R,6R,8R)-5-((1S)-1-Methoxy-2,2-dimethylbut-3-enyl)-8-phenyl-2,4,7,9-tetraoxabicyclo[4.4.0]decane

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Technology Process of (1R,5R,6R,8R)-5-((1S)-1-Methoxy-2,2-dimethylbut-3-enyl)-8-phenyl-2,4,7,9-tetraoxabicyclo[4.4.0]decane

There total 4 articles about (1R,5R,6R,8R)-5-((1S)-1-Methoxy-2,2-dimethylbut-3-enyl)-8-phenyl-2,4,7,9-tetraoxabicyclo[4.4.0]decane 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%

: 207276-52-6
(1R,5R,6R,8R)-5-((1S)-1-Hydroxy-2,2-dimethylbut-3-enyl)-8-phenyl-2,4,7,9-tetraoxabicyclo[4.4.0]decane

: 74-88-4
methyl iodide

: 207276-53-7
(1R,5R,6R,8R)-5-((1S)-1-Methoxy-2,2-dimethylbut-3-enyl)-8-phenyl-2,4,7,9-tetraoxabicyclo[4.4.0]decane

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; 1.) 0 deg C, 10 min, 2.) 0 deg C, 2 h;
DOI:10.1055/s-1998-5940

Reference yield:

: 106450-92-4
R-3,5-O-benzylidene-D-arabinose diethyl dithioacetal

: 207276-53-7
(1R,5R,6R,8R)-5-((1S)-1-Methoxy-2,2-dimethylbut-3-enyl)-8-phenyl-2,4,7,9-tetraoxabicyclo[4.4.0]decane

Guidance literature:: Multi-step reaction with 4 steps

1: 62 percent / aq. NaOH, Bu₄NBr / dioxane / 0.5 h / 60 °C

2: 100 percent / Ag₂O, AgNO₃, aq. HgCl₂ / acetonitrile / 1.) 0 deg C, 15 min, 2.) 0 deg C, 25 min

3: 94 percent / MgBr₂ / tetrahydrofuran / 1.5 h / -30 °C

4: 91 percent / NaH / dimethylformamide / 1.) 0 deg C, 10 min, 2.) 0 deg C, 2 h

With sodium hydroxide; tetrabutylammomium bromide; sodium hydride; silver nitrate; mercury dichloride; magnesium bromide; silver(l) oxide; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1055/s-1998-5940

Reference yield:

: 207276-50-4
(2R,4aR,8S,8aR)-8-(Bis-ethylsulfanyl-methyl)-2-phenyl-tetrahydro-[1,3]dioxino[5,4-d][1,3]dioxine

: 207276-53-7
(1R,5R,6R,8R)-5-((1S)-1-Methoxy-2,2-dimethylbut-3-enyl)-8-phenyl-2,4,7,9-tetraoxabicyclo[4.4.0]decane

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / Ag₂O, AgNO₃, aq. HgCl₂ / acetonitrile / 1.) 0 deg C, 15 min, 2.) 0 deg C, 25 min

2: 94 percent / MgBr₂ / tetrahydrofuran / 1.5 h / -30 °C

3: 91 percent / NaH / dimethylformamide / 1.) 0 deg C, 10 min, 2.) 0 deg C, 2 h

With sodium hydride; silver nitrate; mercury dichloride; magnesium bromide; silver(l) oxide; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1055/s-1998-5940