Ethanimidic acid, 2,2,2-trichloro-, (2R,3R)-3-[4,5-dimethoxy-3-methyl-2-(2-propen-1-yloxy)phenyl]-2-[[(1,1- dimethylethoxy)carbonyl]amino]-3-hydroxypropyl ester

Base Information

Chemical Name:Ethanimidic acid, 2,2,2-trichloro-, (2R,3R)-3-[4,5-dimethoxy-3-methyl-2-(2-propen-1-yloxy)phenyl]-2-[[(1,1- dimethylethoxy)carbonyl]amino]-3-hydroxypropyl ester
CAS No.:925703-66-8
Molecular Formula:C22H31Cl3N2O7
Molecular Weight:541.856
Hs Code.:

Ethanimidic acid, 2,2,2-trichloro-,
(2R,3R)-3-[4,5-dimethoxy-3-methyl-2-(2-propen-1-yloxy)phenyl]-2-[[(1,1-
dimethylethoxy)carbonyl]amino]-3-hydroxypropyl ester

Synonyms:

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Chemical Property of Ethanimidic acid, 2,2,2-trichloro-, (2R,3R)-3-[4,5-dimethoxy-3-methyl-2-(2-propen-1-yloxy)phenyl]-2-[[(1,1- dimethylethoxy)carbonyl]amino]-3-hydroxypropyl ester

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Technology Process of Ethanimidic acid, 2,2,2-trichloro-, (2R,3R)-3-[4,5-dimethoxy-3-methyl-2-(2-propen-1-yloxy)phenyl]-2-[[(1,1- dimethylethoxy)carbonyl]amino]-3-hydroxypropyl ester

There total 5 articles about Ethanimidic acid, 2,2,2-trichloro-, (2R,3R)-3-[4,5-dimethoxy-3-methyl-2-(2-propen-1-yloxy)phenyl]-2-[[(1,1- dimethylethoxy)carbonyl]amino]-3-hydroxypropyl ester 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: 60.0%

: 925704-02-5
tert-butyl (1R,2R)-1-(2-allyloxy-4,5-dimethoxy-3-methylphenyl)-1,3-dihydroxypropan-2-ylcarbamate

: 545-06-2
trichloroacetonitrile

: 925703-66-8
(2R,3R)-3-(2-allyloxy-4,5-dimethoxy-3-methylphenyl)-2-(tert-butoxycarbonylamino)-3-hydroxypropyl 2,2,2-trichloroacetimidate

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1021/ol0627202

Reference yield:

: 925703-89-5
tert-butyl (R)-4-((R)-hydroxy(2-hydroxy-4,5-dimethoxy-3-methylphenyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

: 925703-66-8
(2R,3R)-3-(2-allyloxy-4,5-dimethoxy-3-methylphenyl)-2-(tert-butoxycarbonylamino)-3-hydroxypropyl 2,2,2-trichloroacetimidate

Guidance literature:: Multi-step reaction with 3 steps

1: K₂CO₃; NaI / acetone / 16 h / 20 °C

2: p-toluenesulfonic acid / methanol / 2 h / 0 °C

3: 60 percent / DBU / CH₂Cl₂ / 1 h / 0 - 20 °C

With potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; In methanol; dichloromethane; acetone;
DOI:10.1021/ol0627202

Reference yield:

: 4-[(2-allyloxy-4,5-dimethoxy-3-methyl-phenyl)-hydroxy-methyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

: 925703-66-8
(2R,3R)-3-(2-allyloxy-4,5-dimethoxy-3-methylphenyl)-2-(tert-butoxycarbonylamino)-3-hydroxypropyl 2,2,2-trichloroacetimidate

Guidance literature:: Multi-step reaction with 2 steps

1: p-toluenesulfonic acid / methanol / 2 h / 0 °C

2: 60 percent / DBU / CH₂Cl₂ / 1 h / 0 - 20 °C

With toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; dichloromethane;
DOI:10.1021/ol0627202