1H-Imidazole-1-carboxylic acid, 4,5-dihydro-2-[[(1S)-1-(hydroxymethyl)-2-phenylethyl]amino]-4,5-diphen yl-, ethyl ester, (4S,5S)-

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Chemical Name:1H-Imidazole-1-carboxylic acid, 4,5-dihydro-2-[[(1S)-1-(hydroxymethyl)-2-phenylethyl]amino]-4,5-diphen yl-, ethyl ester, (4S,5S)-
CAS No.:281206-88-0
Molecular Formula:C27H29N3O3
Molecular Weight:443.546
Hs Code.:

Synonyms:

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Chemical Property of 1H-Imidazole-1-carboxylic acid, 4,5-dihydro-2-[[(1S)-1-(hydroxymethyl)-2-phenylethyl]amino]-4,5-diphen yl-, ethyl ester, (4S,5S)-

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Technology Process of 1H-Imidazole-1-carboxylic acid, 4,5-dihydro-2-[[(1S)-1-(hydroxymethyl)-2-phenylethyl]amino]-4,5-diphen yl-, ethyl ester, (4S,5S)-

There total 6 articles about 1H-Imidazole-1-carboxylic acid, 4,5-dihydro-2-[[(1S)-1-(hydroxymethyl)-2-phenylethyl]amino]-4,5-diphen yl-, ethyl ester, (4S,5S)- 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: 96.0%

: 314050-50-5
(4S,5S)-2-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethylimino]-4,5-diphenyl-1-ethoxycarbonylimidazolidine

: 281206-88-0
(4S,5S)-2-[(S)-1-benzyl-2-hydroxyethylimino]-4,5-diphenyl-1-ethoxycarbonylimidazolidine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1.5h;
DOI:10.1021/jo000746f

Reference yield:

: 3182-95-4
L-Phenylalaninol

: 281206-88-0
(4S,5S)-2-[(S)-1-benzyl-2-hydroxyethylimino]-4,5-diphenyl-1-ethoxycarbonylimidazolidine

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 21 h / 20 °C

2: Et₃N / CH₂Cl₂ / 2 h / 20 °C

3: 8.91 percent / 2-chloro-1,3-dimethylimidazolinium chloride / CH₂Cl₂ / 48 h / 20 °C

4: 98 percent / CH₂Cl₂ / 20 h / Heating

5: 88 percent / 2-chloro-1,3-dimethylimidazolinium chloride; Et₃N / acetonitrile / 13 h / Heating

6: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

With dmap; tetrabutyl ammonium fluoride; 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Substitution / 2: Substitution / 3: dehydrosulfination / 4: Substitution / 5: Cyclization / 6: Elimination;
DOI:10.1021/jo000746f

Reference yield:

: 221045-94-9
(S)-(-)-2-amino-3-phenyl-1-(tert-butyldimethylsilyloxy)propane

: 281206-88-0
(4S,5S)-2-[(S)-1-benzyl-2-hydroxyethylimino]-4,5-diphenyl-1-ethoxycarbonylimidazolidine

Guidance literature:: Multi-step reaction with 5 steps

1: Et₃N / CH₂Cl₂ / 2 h / 20 °C

2: 8.91 percent / 2-chloro-1,3-dimethylimidazolinium chloride / CH₂Cl₂ / 48 h / 20 °C

3: 98 percent / CH₂Cl₂ / 20 h / Heating

4: 88 percent / 2-chloro-1,3-dimethylimidazolinium chloride; Et₃N / acetonitrile / 13 h / Heating

5: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

With tetrabutyl ammonium fluoride; 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Substitution / 2: dehydrosulfination / 3: Substitution / 4: Cyclization / 5: Elimination;
DOI:10.1021/jo000746f