2,2,2-trichloro-N-((S,E)-4-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-2-phenylbut-3-en-2-yl)acetamide

Base Information

Chemical Name:2,2,2-trichloro-N-((S,E)-4-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-2-phenylbut-3-en-2-yl)acetamide
CAS No.:1421045-66-0
Molecular Formula:C₂₀H₂₆Cl₃NO₅
Molecular Weight:466.789
Hs Code.:

Synonyms:2,2,2-trichloro-N-((S,E)-4-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-2-phenylbut-3-en-2-yl)acetamide

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Chemical Property of 2,2,2-trichloro-N-((S,E)-4-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-2-phenylbut-3-en-2-yl)acetamide

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Technology Process of 2,2,2-trichloro-N-((S,E)-4-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-2-phenylbut-3-en-2-yl)acetamide

There total 2 articles about 2,2,2-trichloro-N-((S,E)-4-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-2-phenylbut-3-en-2-yl)acetamide 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: 72.0%

: 1421045-58-0
(R,E)-1-((2S,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-3-phenylbut-2-en-1-ol

: 545-06-2
trichloroacetonitrile

: 1421045-66-0
2,2,2-trichloro-N-((S,E)-4-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-2-phenylbut-3-en-2-yl)acetamide

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 - 20 ℃; for 5.5h; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/asia.201200859

Reference yield:

: 503321-04-8
(2S,5R,6R)-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxane-2-carbaldehyde

: 1421045-66-0
2,2,2-trichloro-N-((S,E)-4-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-2-phenylbut-3-en-2-yl)acetamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: zirconocene dichloride; trimethylaluminum / dichloromethane; n-heptane; water / 0.67 h / Inert atmosphere

1.2: 4 h / -25 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 5.5 h / 0 - 20 °C / Inert atmosphere

With zirconocene dichloride; trimethylaluminum; 1,8-diazabicyclo[5.4.0]undec-7-ene; In n-heptane; dichloromethane; water; 2.1: |Overman Rearrangement;
DOI:10.1002/asia.201200859

Reference yield: 89.0%

: 1421045-66-0
2,2,2-trichloro-N-((S,E)-4-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-2-phenylbut-3-en-2-yl)acetamide

: 74-88-4
methyl iodide

: 1421045-70-6
(R)-methyl 2-phenyl-2-(2,2,2-trichloroacetamido)propanoate

: 503321-03-7
(2S,5R,6R)-5,6-dimethoxy-5,6-dimethyl-[1,4]dioxane-2-carboxylic acid methyl ester

Guidance literature:: 2,2,2-trichloro-N-((S,E)-4-((2R,5R,6R)-5,6-dimethoxy-5,6-dimethyl-1,4-dioxan-2-yl)-2-phenylbut-3-en-2-yl)acetamide; With sodium periodate; ruthenium(III) trichloride hydrate; In tetrachloromethane; water; acetonitrile; at 20 ℃; Inert atmosphere;

methyl iodide; With potassium carbonate; In acetonitrile; at 50 - 55 ℃; for 11h; Inert atmosphere;
DOI:10.1002/asia.201200859