(2R,4S,5R)-5-[(3E)-(5-hydroxy-4-methyl)pent-3-enyl]-4-[(1E,3Z)-3-(methoxymethoxymethyl)-6-(trimethylsilyl)hexa-1,3-dien-5-ynyl]-2-phenyl-1,3-dioxane

Base Information

Chemical Name:(2R,4S,5R)-5-[(3E)-(5-hydroxy-4-methyl)pent-3-enyl]-4-[(1E,3Z)-3-(methoxymethoxymethyl)-6-(trimethylsilyl)hexa-1,3-dien-5-ynyl]-2-phenyl-1,3-dioxane
CAS No.:948995-25-3
Molecular Formula:C₂₈H₄₀O₅Si
Molecular Weight:484.708
Hs Code.:

Synonyms:(2R,4S,5R)-5-[(3E)-(5-hydroxy-4-methyl)pent-3-enyl]-4-[(1E,3Z)-3-(methoxymethoxymethyl)-6-(trimethylsilyl)hexa-1,3-dien-5-ynyl]-2-phenyl-1,3-dioxane

Suppliers and Price of (2R,4S,5R)-5-[(3E)-(5-hydroxy-4-methyl)pent-3-enyl]-4-[(1E,3Z)-3-(methoxymethoxymethyl)-6-(trimethylsilyl)hexa-1,3-dien-5-ynyl]-2-phenyl-1,3-dioxane

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2R,4S,5R)-5-[(3E)-(5-hydroxy-4-methyl)pent-3-enyl]-4-[(1E,3Z)-3-(methoxymethoxymethyl)-6-(trimethylsilyl)hexa-1,3-dien-5-ynyl]-2-phenyl-1,3-dioxane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2R,4S,5R)-5-[(3E)-(5-hydroxy-4-methyl)pent-3-enyl]-4-[(1E,3Z)-3-(methoxymethoxymethyl)-6-(trimethylsilyl)hexa-1,3-dien-5-ynyl]-2-phenyl-1,3-dioxane

There total 10 articles about (2R,4S,5R)-5-[(3E)-(5-hydroxy-4-methyl)pent-3-enyl]-4-[(1E,3Z)-3-(methoxymethoxymethyl)-6-(trimethylsilyl)hexa-1,3-dien-5-ynyl]-2-phenyl-1,3-dioxane 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: 94.0%

: 948995-24-2
(2R,4S,5R)-5-[(3E)-4-(ethoxycarbonyl)pent-3-enyl]-4-[(1E,3Z)-3-(methoxymethoxymethyl)-6-(trimethylsilyl)hexa-1,3-dien-5-ynyl]-2-phenyl-1,3-dioxane

: 948995-25-3
(2R,4S,5R)-5-[(3E)-(5-hydroxy-4-methyl)pent-3-enyl]-4-[(1E,3Z)-3-(methoxymethoxymethyl)-6-(trimethylsilyl)hexa-1,3-dien-5-ynyl]-2-phenyl-1,3-dioxane

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 0.166667h;
DOI:10.1021/jo0708442

Reference yield:

: 854490-30-5
(2R,4R,5R)-5-[3-(t-butyldimethylsilyloxy)propyl]-4-formyl-2-phenyl-1,3-dioxane

: 948995-25-3
(2R,4S,5R)-5-[(3E)-(5-hydroxy-4-methyl)pent-3-enyl]-4-[(1E,3Z)-3-(methoxymethoxymethyl)-6-(trimethylsilyl)hexa-1,3-dien-5-ynyl]-2-phenyl-1,3-dioxane

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / LiHMDS; HMPA / tetrahydrofuran; hexane / -78 - 0 °C

2: 93 percent / AcOH / tetrahydrofuran; H₂O / 15 h

3: 80 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

4: 82 percent / benzene / 15 h

5: 94 percent / DIBAL-H / CH₂Cl₂; toluene / 0.17 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; diisobutylaluminium hydride; Dess-Martin periodane; acetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; water; toluene; benzene; 1: Horner-Wadsworth-Emmons reaction / 4: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo0708442

Reference yield:

: 948995-18-4
methyl (E)-2-(methoxymethoxymethyl)-5-(trimethylsilyl)pent-2-en-4-ynoateprop-2-enoate

: 948995-25-3
(2R,4S,5R)-5-[(3E)-(5-hydroxy-4-methyl)pent-3-enyl]-4-[(1E,3Z)-3-(methoxymethoxymethyl)-6-(trimethylsilyl)hexa-1,3-dien-5-ynyl]-2-phenyl-1,3-dioxane

Guidance literature:: Multi-step reaction with 8 steps

1: 71 percent / DIBAL-H / CH₂Cl₂; toluene / 0.08 h / -78 °C

2: 88 percent / CBr₄; PPh₃ / CH₂Cl₂ / 0.08 h / 0 °C

3: 96 percent / acetonitrile / 27 h / Heating

4: 75 percent / LiHMDS; HMPA / tetrahydrofuran; hexane / -78 - 0 °C

5: 93 percent / AcOH / tetrahydrofuran; H₂O / 15 h

6: 80 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

7: 82 percent / benzene / 15 h

8: 94 percent / DIBAL-H / CH₂Cl₂; toluene / 0.17 h / -78 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; carbon tetrabromide; diisobutylaluminium hydride; Dess-Martin periodane; acetic acid; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; water; toluene; acetonitrile; benzene; 4: Horner-Wadsworth-Emmons reaction / 7: Horner-Wadsworth-Emmons reaction;
DOI:10.1021/jo0708442