(3R,4S,7R,E)-8-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-oxotetrahydro-2H-pyran-2-yl)-4,7-dimethyl-1-(trimethylsilyl)oct-5-en-1-yn-3-yl acetate

Base Information

Chemical Name:(3R,4S,7R,E)-8-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-oxotetrahydro-2H-pyran-2-yl)-4,7-dimethyl-1-(trimethylsilyl)oct-5-en-1-yn-3-yl acetate
CAS No.:1344153-75-8
Molecular Formula:C₃₈H₅₄O₅Si₂
Molecular Weight:647.015
Hs Code.:

Synonyms:(3R,4S,7R,E)-8-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-oxotetrahydro-2H-pyran-2-yl)-4,7-dimethyl-1-(trimethylsilyl)oct-5-en-1-yn-3-yl acetate

Suppliers and Price of (3R,4S,7R,E)-8-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-oxotetrahydro-2H-pyran-2-yl)-4,7-dimethyl-1-(trimethylsilyl)oct-5-en-1-yn-3-yl acetate

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 (3R,4S,7R,E)-8-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-oxotetrahydro-2H-pyran-2-yl)-4,7-dimethyl-1-(trimethylsilyl)oct-5-en-1-yn-3-yl acetate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (3R,4S,7R,E)-8-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-oxotetrahydro-2H-pyran-2-yl)-4,7-dimethyl-1-(trimethylsilyl)oct-5-en-1-yn-3-yl acetate

There total 11 articles about (3R,4S,7R,E)-8-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-oxotetrahydro-2H-pyran-2-yl)-4,7-dimethyl-1-(trimethylsilyl)oct-5-en-1-yn-3-yl acetate 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: 81.0%

: (3R,4S,7R,E)-8-((5S,7R)-7-(2-(tert-butyldiphenylsilyloxy)ethyl)-2,2-dimethyl-4-oxo-4,5,7,8-tetrahydropyrano[4,3-d][1,3]dioxin-5-yl)-4,7-dimethyl-1-(trimethylsilyl)oct-5-en-1-yn-3-yl acetate

: 1344153-75-8
(3R,4S,7R,E)-8-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-oxotetrahydro-2H-pyran-2-yl)-4,7-dimethyl-1-(trimethylsilyl)oct-5-en-1-yn-3-yl acetate

Guidance literature:: With water; In 5,5-dimethyl-1,3-cyclohexadiene; at 130 ℃; Inert atmosphere;
DOI:10.1002/anie.201102790

Reference yield:

: 1344153-56-5
(5R,6R,E)-6-((tert-butyldimethylsilyl)oxy)-5-methyl-8-(trimethylsilyl)oct-2-en-7-yn-4-one

: 1344153-75-8
(3R,4S,7R,E)-8-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-oxotetrahydro-2H-pyran-2-yl)-4,7-dimethyl-1-(trimethylsilyl)oct-5-en-1-yn-3-yl acetate

Guidance literature:: Multi-step reaction with 8 steps

1.1: dimethylsulfide borane complex / tetrahydrofuran; toluene / 0.5 h / -20 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: 5,5-dimethyl-1,3-cyclohexadiene / 7 h / 140 °C / Inert atmosphere

3.1: lithium amidotrihydridoborate / tetrahydrofuran; hexane / 0.5 h / 0 °C / Inert atmosphere

3.2: Inert atmosphere

4.1: sodium hydrogencarbonate; Dess-Martin periodane / dichloromethane / 0.33 h / 23 °C / Inert atmosphere

5.1: hydrogenchloride; water / tetrahydrofuran / 22 h / 23 °C / Inert atmosphere

6.1: calcium sulfate; boron trifluoride diethyl etherate / dichloromethane / -78 - -40 °C / Inert atmosphere

6.2: pH 7 / Inert atmosphere; aq. phosphate buffer

7.1: pyridine; dmap / dichloromethane / 2 h / Inert atmosphere

8.1: water / 5,5-dimethyl-1,3-cyclohexadiene / 130 °C / Inert atmosphere

With pyridine; hydrogenchloride; dmap; calcium sulfate; lithium amidotrihydridoborate; dimethylsulfide borane complex; boron trifluoride diethyl etherate; water; sodium hydrogencarbonate; Dess-Martin periodane; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; hexane; dichloromethane; toluene; 2.1: Eschenmoser-Claisen rearrangement / 4.1: Dess-Martin oxidation / 6.1: Prins reaction;
DOI:10.1002/anie.201102790

Reference yield:

: 1344153-70-3
(3R,6S,7R,E)-7-((tert-butyldimethylsilyl)oxy)-3,6-dimethyl-9-(trimethylsilyl)non-4-en-8-ynal

: 1344153-75-8
(3R,4S,7R,E)-8-((2S,6R)-6-(2-((tert-butyldiphenylsilyl)oxy)ethyl)-4-oxotetrahydro-2H-pyran-2-yl)-4,7-dimethyl-1-(trimethylsilyl)oct-5-en-1-yn-3-yl acetate

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogenchloride; water / tetrahydrofuran / 22 h / 23 °C / Inert atmosphere

2.1: calcium sulfate; boron trifluoride diethyl etherate / dichloromethane / -78 - -40 °C / Inert atmosphere

2.2: pH 7 / Inert atmosphere; aq. phosphate buffer

3.1: pyridine; dmap / dichloromethane / 2 h / Inert atmosphere

4.1: water / 5,5-dimethyl-1,3-cyclohexadiene / 130 °C / Inert atmosphere

With pyridine; hydrogenchloride; dmap; calcium sulfate; boron trifluoride diethyl etherate; water; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; 2.1: Prins reaction;
DOI:10.1002/anie.201102790