(1S,4S,4aR,5S,6R,7R,8aS)-5-(benzyloxy)-6-hydroxy-1,7-dimethoxy-7-methyl-3-oxo-4a-(2,2,2-trichloroacetamido)octahydro-1H-isochromen-4-yl acetate

Base Information

Chemical Name:(1S,4S,4aR,5S,6R,7R,8aS)-5-(benzyloxy)-6-hydroxy-1,7-dimethoxy-7-methyl-3-oxo-4a-(2,2,2-trichloroacetamido)octahydro-1H-isochromen-4-yl acetate
CAS No.:1421851-08-2
Molecular Formula:C₂₃H₂₈Cl₃NO₉
Molecular Weight:568.836
Hs Code.:

(1S,4S,4aR,5S,6R,7R,8aS)-5-(benzyloxy)-6-hydroxy-1,7-dimethoxy-7-methyl-3-oxo-4a-(2,2,2-trichloroacetamido)octahydro-1H-isochromen-4-yl acetate

Synonyms:

Suppliers and Price of (1S,4S,4aR,5S,6R,7R,8aS)-5-(benzyloxy)-6-hydroxy-1,7-dimethoxy-7-methyl-3-oxo-4a-(2,2,2-trichloroacetamido)octahydro-1H-isochromen-4-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 (1S,4S,4aR,5S,6R,7R,8aS)-5-(benzyloxy)-6-hydroxy-1,7-dimethoxy-7-methyl-3-oxo-4a-(2,2,2-trichloroacetamido)octahydro-1H-isochromen-4-yl acetate

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1S,4S,4aR,5S,6R,7R,8aS)-5-(benzyloxy)-6-hydroxy-1,7-dimethoxy-7-methyl-3-oxo-4a-(2,2,2-trichloroacetamido)octahydro-1H-isochromen-4-yl acetate

There total 9 articles about (1S,4S,4aR,5S,6R,7R,8aS)-5-(benzyloxy)-6-hydroxy-1,7-dimethoxy-7-methyl-3-oxo-4a-(2,2,2-trichloroacetamido)octahydro-1H-isochromen-4-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: 27.0%

: 1421851-07-1
(1R)-1-((1R,2S,3S,6S)-2-(benzyloxy)-4-(dimethoxymethyl)-6-methyl-3-(2,2,2-trichloroacetamido)-7-oxabicyclo[4.1.0]heptan-3-yl)prop-2-yn-1-yl acetate

: 1421851-08-2
(1S,4S,4aR,5S,6R,7R,8aS)-5-(benzyloxy)-6-hydroxy-1,7-dimethoxy-7-methyl-3-oxo-4a-(2,2,2-trichloroacetamido)octahydro-1H-isochromen-4-yl acetate

Guidance literature:: With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile;
DOI:10.1021/jo302773f

Reference yield: 7.0%

: 1421851-07-1
(1R)-1-((1R,2S,3S,6S)-2-(benzyloxy)-4-(dimethoxymethyl)-6-methyl-3-(2,2,2-trichloroacetamido)-7-oxabicyclo[4.1.0]heptan-3-yl)prop-2-yn-1-yl acetate

: 1421851-08-2
(1S,4S,4aR,5S,6R,7R,8aS)-5-(benzyloxy)-6-hydroxy-1,7-dimethoxy-7-methyl-3-oxo-4a-(2,2,2-trichloroacetamido)octahydro-1H-isochromen-4-yl acetate

: 352670-32-7
(1S,4S,5R,6S,8S,9S)-9-(benzyloxy)-6-(dimethoxymethyl)-8-hydroxy-8-methyl-3-oxo-5-(2,2,2-trichloroacetamido)-2-oxabicyclo[3.3.1]nonan-4-yl acetate

Guidance literature:: With ruthenium trichloride; Oxone; sodium hydrogencarbonate; In tetrachloromethane; water; acetonitrile;
DOI:10.1021/jo302773f

Reference yield:

: 1421851-04-8
2,2,2-trichloro-N-((1R,2S,3R,6S)-4-(dimethoxymethyl)-2-hydroxy-6-methyl-3-vinyl-7-oxabicyclo[4.1.0]heptan-3-yl)acetamide

: 1421851-08-2
(1S,4S,4aR,5S,6R,7R,8aS)-5-(benzyloxy)-6-hydroxy-1,7-dimethoxy-7-methyl-3-oxo-4a-(2,2,2-trichloroacetamido)octahydro-1H-isochromen-4-yl acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

1.2: 10 h

2.1: ozone / dichloromethane / 1.5 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: ethylmagnesium bromide / tetrahydrofuran / 0.25 h / 20 °C / Cooling with ice; Inert atmosphere

3.2: 1 h / -20 - 20 °C / Inert atmosphere

4.1: pyridine / 12 h / 20 °C / Inert atmosphere

5.1: tetrabutyl ammonium fluoride / toluene; tetrahydrofuran / 0.25 h / 20 °C / Inert atmosphere

6.1: sodium hydrogencarbonate; ruthenium trichloride; Oxone / water; tetrachloromethane; acetonitrile

With ruthenium trichloride; Oxone; ethylmagnesium bromide; tetrabutyl ammonium fluoride; sodium hydride; sodium hydrogencarbonate; ozone; In tetrahydrofuran; pyridine; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/jo302773f