(E)-((2S,3S)-3-(benzyloxy)-1-((4R,6S)-6-(2-(5-formylfuran-2-yl)propan-2-yl)-2,2-diisopropyl-1,3,2-dioxasilinan-4-yl)butan-2-yl) but-2-enoate

Base Information

Chemical Name:(E)-((2S,3S)-3-(benzyloxy)-1-((4R,6S)-6-(2-(5-formylfuran-2-yl)propan-2-yl)-2,2-diisopropyl-1,3,2-dioxasilinan-4-yl)butan-2-yl) but-2-enoate
CAS No.:1352481-43-6
Molecular Formula:C₃₂H₄₆O₇Si
Molecular Weight:570.799
Hs Code.:

Synonyms:(E)-((2S,3S)-3-(benzyloxy)-1-((4R,6S)-6-(2-(5-formylfuran-2-yl)propan-2-yl)-2,2-diisopropyl-1,3,2-dioxasilinan-4-yl)butan-2-yl) but-2-enoate

Suppliers and Price of (E)-((2S,3S)-3-(benzyloxy)-1-((4R,6S)-6-(2-(5-formylfuran-2-yl)propan-2-yl)-2,2-diisopropyl-1,3,2-dioxasilinan-4-yl)butan-2-yl) but-2-enoate

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 (E)-((2S,3S)-3-(benzyloxy)-1-((4R,6S)-6-(2-(5-formylfuran-2-yl)propan-2-yl)-2,2-diisopropyl-1,3,2-dioxasilinan-4-yl)butan-2-yl) but-2-enoate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (E)-((2S,3S)-3-(benzyloxy)-1-((4R,6S)-6-(2-(5-formylfuran-2-yl)propan-2-yl)-2,2-diisopropyl-1,3,2-dioxasilinan-4-yl)butan-2-yl) but-2-enoate

There total 16 articles about (E)-((2S,3S)-3-(benzyloxy)-1-((4R,6S)-6-(2-(5-formylfuran-2-yl)propan-2-yl)-2,2-diisopropyl-1,3,2-dioxasilinan-4-yl)butan-2-yl) but-2-enoate 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: 97.0%

: 623-68-7
trans-crotonic anhydride

: 1352481-42-5
5-(2-((4S,6R)-6-((2S,3S)-3-(benzyloxy)-2-hydroxybutyl)-2,2-diisopropyl-1,3,2-dioxasilinan-4-yl)propan-2-yl)furan-2-carbaldehyde

: 1352481-43-6
(E)-((2S,3S)-3-(benzyloxy)-1-((4R,6S)-6-(2-(5-formylfuran-2-yl)propan-2-yl)-2,2-diisopropyl-1,3,2-dioxasilinan-4-yl)butan-2-yl) but-2-enoate

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 0 ℃; for 4h; Inert atmosphere;
DOI:10.1021/ol202966m

Reference yield:

: 585-70-6
5-bromo-furan-2-carboxylic acid

: 1352481-43-6
(E)-((2S,3S)-3-(benzyloxy)-1-((4R,6S)-6-(2-(5-formylfuran-2-yl)propan-2-yl)-2,2-diisopropyl-1,3,2-dioxasilinan-4-yl)butan-2-yl) but-2-enoate

Guidance literature:: Multi-step reaction with 9 steps

1.1: borane-THF / tetrahydrofuran / 48 h / 0 - 20 °C / Inert atmosphere

2.1: 1H-imidazole; dmap / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

3.1: lithium dicyclohexylamide / toluene / 0.17 h / 0 °C / Inert atmosphere

3.2: 20 °C / Inert atmosphere

4.1: diisobutylaluminium hydride / diethyl ether / 1 h / -78 °C / Inert atmosphere

5.1: di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / diethyl ether / 0.55 h / -100 °C / Inert atmosphere

5.2: 7 h / -100 - -78 °C / Inert atmosphere

6.1: tetramethylammonium triacetoxyborohydride / acetic acid; acetonitrile / 20 h / -20 °C / Inert atmosphere

7.1: dmap; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

8.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 1 h / Reflux; Inert atmosphere

9.1: dmap; triethylamine / dichloromethane / 4 h / 0 °C / Inert atmosphere

With 1H-imidazole; dmap; borane-THF; di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; lithium dicyclohexylamide; triethylamine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile; 5.1: Aldol reaction / 5.2: Aldol reaction;
DOI:10.1021/ol202966m

Reference yield:

: 27230-58-6
(5-bromo-2-furan-2-yl)methanol

: 1352481-43-6
(E)-((2S,3S)-3-(benzyloxy)-1-((4R,6S)-6-(2-(5-formylfuran-2-yl)propan-2-yl)-2,2-diisopropyl-1,3,2-dioxasilinan-4-yl)butan-2-yl) but-2-enoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1H-imidazole; dmap / dichloromethane / 1 h / 0 - 20 °C / Inert atmosphere

2.1: lithium dicyclohexylamide / toluene / 0.17 h / 0 °C / Inert atmosphere

2.2: 20 °C / Inert atmosphere

3.1: diisobutylaluminium hydride / diethyl ether / 1 h / -78 °C / Inert atmosphere

4.1: di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / diethyl ether / 0.55 h / -100 °C / Inert atmosphere

4.2: 7 h / -100 - -78 °C / Inert atmosphere

5.1: tetramethylammonium triacetoxyborohydride / acetic acid; acetonitrile / 20 h / -20 °C / Inert atmosphere

6.1: dmap; triethylamine / N,N-dimethyl-formamide / 12 h / 20 °C / Inert atmosphere

7.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 1 h / Reflux; Inert atmosphere

8.1: dmap; triethylamine / dichloromethane / 4 h / 0 °C / Inert atmosphere

With 1H-imidazole; dmap; di-n-butylboryl trifluoromethanesulfonate; diisobutylaluminium hydride; lithium dicyclohexylamide; triethylamine; N-ethyl-N,N-diisopropylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tetramethylammonium triacetoxyborohydride; In diethyl ether; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene; acetonitrile; 4.1: Aldol reaction / 4.2: Aldol reaction;
DOI:10.1021/ol202966m