(3R,4S)-3-(N'-p-methoxycarbonylbenzyloxycarbonylamino)-1-cyclohexene-4-N,N-dimethylcarboxamide

Base Information

Chemical Name:(3R,4S)-3-(N'-p-methoxycarbonylbenzyloxycarbonylamino)-1-cyclohexene-4-N,N-dimethylcarboxamide
CAS No.:506444-81-1
Molecular Formula:C₁₉H₂₄N₂O₅
Molecular Weight:360.41
Hs Code.:

Synonyms:(3R,4S)-3-(N'-p-methoxycarbonylbenzyloxycarbonylamino)-1-cyclohexene-4-N,N-dimethylcarboxamide

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Chemical Property of (3R,4S)-3-(N'-p-methoxycarbonylbenzyloxycarbonylamino)-1-cyclohexene-4-N,N-dimethylcarboxamide

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Technology Process of (3R,4S)-3-(N'-p-methoxycarbonylbenzyloxycarbonylamino)-1-cyclohexene-4-N,N-dimethylcarboxamide

There total 4 articles about (3R,4S)-3-(N'-p-methoxycarbonylbenzyloxycarbonylamino)-1-cyclohexene-4-N,N-dimethylcarboxamide 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: 82.0%

: 124-40-3
dimethyl amine

: 506444-79-7
(3R,4S)-3-(N'-p-methoxycarbonylbenzyloxycarbonylamino)-1-cyclohexene-4-carboxylic acid

: 506444-81-1
(3R,4S)-3-(N'-p-methoxycarbonylbenzyloxycarbonylamino)-1-cyclohexene-4-N,N-dimethylcarboxamide

Guidance literature:: (3R,4S)-3-(N'-p-methoxycarbonylbenzyloxycarbonylamino)-1-cyclohexene-4-carboxylic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; at 22 ℃; for 1.5h;

dimethyl amine; In dichloromethane; at -78 - 25 ℃; Further stages.;
DOI:10.1021/ja020879d

Reference yield:

: 6908-41-4,58590-49-1
4-(methoxycarbonyl)benzyl alcohol

: 506444-81-1
(3R,4S)-3-(N'-p-methoxycarbonylbenzyloxycarbonylamino)-1-cyclohexene-4-N,N-dimethylcarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: catechol / toluene / 0.5 h / Heating

2.1: 28.5 percent / 1,2-dihydroxy-4-(tert-butyl)benzene / benzene / 72 h / Heating

3.1: aq. hydrogen peroxide; LiOH / tetrahydrofuran / 5 h / 22 °C

4.1: carbonyl diimidazole / CH₂Cl₂ / 1.5 h / 22 °C

4.2: 82 percent / CH₂Cl₂ / -78 - 25 °C

With lithium hydroxide; 4-tert-Butylcatechol; dihydrogen peroxide; benzene-1,2-diol; 1,1'-carbonyldiimidazole; In tetrahydrofuran; dichloromethane; toluene; benzene; 2.1: Diels-Alder reaction;
DOI:10.1021/ja020879d

Reference yield:

: 152839-68-4
4-(methoxycarbonyl)benzyl trans-1,3-butadiene-1-carbamate

: 506444-81-1
(3R,4S)-3-(N'-p-methoxycarbonylbenzyloxycarbonylamino)-1-cyclohexene-4-N,N-dimethylcarboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 28.5 percent / 1,2-dihydroxy-4-(tert-butyl)benzene / benzene / 72 h / Heating

2.1: aq. hydrogen peroxide; LiOH / tetrahydrofuran / 5 h / 22 °C

3.1: carbonyl diimidazole / CH₂Cl₂ / 1.5 h / 22 °C

3.2: 82 percent / CH₂Cl₂ / -78 - 25 °C

With lithium hydroxide; 4-tert-Butylcatechol; dihydrogen peroxide; 1,1'-carbonyldiimidazole; In tetrahydrofuran; dichloromethane; benzene; 1.1: Diels-Alder reaction;
DOI:10.1021/ja020879d