(R)-1-{(2R,3R)-3-[(Z)-hepta-1,6-dien-1-yl]oxiran-2-yl}propan-2-yl 4-acetoxy-2-{(3E,5E)-2-[(tert-butyldimethylsilyl)oxy]hepta-3,5-dien-1-yl}-6-hydroxybenzoate

Base Information

Chemical Name:(R)-1-{(2R,3R)-3-[(Z)-hepta-1,6-dien-1-yl]oxiran-2-yl}propan-2-yl 4-acetoxy-2-{(3E,5E)-2-[(tert-butyldimethylsilyl)oxy]hepta-3,5-dien-1-yl}-6-hydroxybenzoate
CAS No.:1643867-95-1
Molecular Formula:C₃₂H₄₈O₆Si
Molecular Weight:556.815
Hs Code.:

Synonyms:(R)-1-{(2R,3R)-3-[(Z)-hepta-1,6-dien-1-yl]oxiran-2-yl}propan-2-yl 4-acetoxy-2-{(3E,5E)-2-[(tert-butyldimethylsilyl)oxy]hepta-3,5-dien-1-yl}-6-hydroxybenzoate

Suppliers and Price of (R)-1-{(2R,3R)-3-[(Z)-hepta-1,6-dien-1-yl]oxiran-2-yl}propan-2-yl 4-acetoxy-2-{(3E,5E)-2-[(tert-butyldimethylsilyl)oxy]hepta-3,5-dien-1-yl}-6-hydroxybenzoate

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 (R)-1-{(2R,3R)-3-[(Z)-hepta-1,6-dien-1-yl]oxiran-2-yl}propan-2-yl 4-acetoxy-2-{(3E,5E)-2-[(tert-butyldimethylsilyl)oxy]hepta-3,5-dien-1-yl}-6-hydroxybenzoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (R)-1-{(2R,3R)-3-[(Z)-hepta-1,6-dien-1-yl]oxiran-2-yl}propan-2-yl 4-acetoxy-2-{(3E,5E)-2-[(tert-butyldimethylsilyl)oxy]hepta-3,5-dien-1-yl}-6-hydroxybenzoate

There total 7 articles about (R)-1-{(2R,3R)-3-[(Z)-hepta-1,6-dien-1-yl]oxiran-2-yl}propan-2-yl 4-acetoxy-2-{(3E,5E)-2-[(tert-butyldimethylsilyl)oxy]hepta-3,5-dien-1-yl}-6-hydroxybenzoate 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: 64.0%

: 1622322-70-6
6-[(2Z,7E,9E)-6-(tert-butyldimethylsilyloxy)-2-hydroxy-4-oxoundeca-2,7,9-trienyl]-2,2-dimethyl-4H-1,3-dioxin-4-one

: 1622322-38-6
(R)-1-{(2R,3R)-3-[(Z)-hepta-1,6-dienyl]oxiran-2-yl}propan-2-ol

: 1643867-95-1
(R)-1-{(2R,3R)-3-[(Z)-hepta-1,6-dien-1-yl]oxiran-2-yl}propan-2-yl 4-acetoxy-2-{(3E,5E)-2-[(tert-butyldimethylsilyl)oxy]hepta-3,5-dien-1-yl}-6-hydroxybenzoate

Guidance literature:: 6-[(2Z,7E,9E)-6-(tert-butyldimethylsilyloxy)-2-hydroxy-4-oxoundeca-2,7,9-trienyl]-2,2-dimethyl-4H-1,3-dioxin-4-one; (R)-1-{(2R,3R)-3-[(Z)-hepta-1,6-dienyl]oxiran-2-yl}propan-2-ol; In toluene; for 3h; Inert atmosphere; Reflux;

In dichloromethane; isopropyl alcohol; at 100 ℃; for 16h; Inert atmosphere; Molecular sieve; Sealed tube;
DOI:10.1002/ejoc.201402205

Reference yield:

: (5-hexen-1-yl)triphenylphosphonium iodide

: 1643867-95-1
(R)-1-{(2R,3R)-3-[(Z)-hepta-1,6-dien-1-yl]oxiran-2-yl}propan-2-yl 4-acetoxy-2-{(3E,5E)-2-[(tert-butyldimethylsilyl)oxy]hepta-3,5-dien-1-yl}-6-hydroxybenzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.1: tetrahydrofuran / 2 h / -10 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 25 °C / Inert atmosphere; Molecular sieve

4.1: toluene / 3 h / Inert atmosphere; Reflux

4.2: 16 h / 100 °C / Inert atmosphere; Molecular sieve; Sealed tube

With tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; In tetrahydrofuran; toluene; 1.1: |Wittig Olefination / 2.1: |Wittig Olefination;
DOI:10.1002/ejoc.201402205

Reference yield:

: 3-(tert-butyldimethylsilyloxy)-N-methoxy-N-methylocta-4,6-dienamide

: 1643867-95-1
(R)-1-{(2R,3R)-3-[(Z)-hepta-1,6-dien-1-yl]oxiran-2-yl}propan-2-yl 4-acetoxy-2-{(3E,5E)-2-[(tert-butyldimethylsilyl)oxy]hepta-3,5-dien-1-yl}-6-hydroxybenzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 - -40 °C / Inert atmosphere

1.2: 2 h / -40 °C / Inert atmosphere

2.1: toluene / 3 h / Inert atmosphere; Reflux

2.2: 16 h / 100 °C / Inert atmosphere; Molecular sieve; Sealed tube

With lithium diisopropyl amide; In tetrahydrofuran; toluene;
DOI:10.1002/ejoc.201402205