(3S,7S,8S)-3-benzyl-7,8-diphenyl-6-ethoxycarbonyl-1,4,6-triazabicyclo[3.3.0]oct-4-ene

Base Information

Chemical Name:(3S,7S,8S)-3-benzyl-7,8-diphenyl-6-ethoxycarbonyl-1,4,6-triazabicyclo[3.3.0]oct-4-ene
CAS No.:281206-87-9
Molecular Formula:C₂₇H₂₇N₃O₂
Molecular Weight:425.53
Hs Code.:

Synonyms:(3S,7S,8S)-3-benzyl-7,8-diphenyl-6-ethoxycarbonyl-1,4,6-triazabicyclo[3.3.0]oct-4-ene

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Chemical Property of (3S,7S,8S)-3-benzyl-7,8-diphenyl-6-ethoxycarbonyl-1,4,6-triazabicyclo[3.3.0]oct-4-ene

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Technology Process of (3S,7S,8S)-3-benzyl-7,8-diphenyl-6-ethoxycarbonyl-1,4,6-triazabicyclo[3.3.0]oct-4-ene

There total 7 articles about (3S,7S,8S)-3-benzyl-7,8-diphenyl-6-ethoxycarbonyl-1,4,6-triazabicyclo[3.3.0]oct-4-ene 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: 48.0%

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

: (4S,5S)-2-[(S)-1-benzyl-2-chloroethylimino]-4,5-diphenyl-1-ethoxycarbonylimidazolidine

: 281206-87-9
(3S,7S,8S)-3-benzyl-7,8-diphenyl-6-ethoxycarbonyl-1,4,6-triazabicyclo[3.3.0]oct-4-ene

Guidance literature:: With 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In dichloromethane; at 20 ℃; for 7.5h;
DOI:10.1021/jo000746f

Reference yield:

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

: 281206-87-9
(3S,7S,8S)-3-benzyl-7,8-diphenyl-6-ethoxycarbonyl-1,4,6-triazabicyclo[3.3.0]oct-4-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 96 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 20 °C

2: 48 percent / 2-chloro-1,3-dimethylimidazolinium chloride; Et₃N / CH₂Cl₂ / 7.5 h / 20 °C

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

Reference yield:

: 3182-95-4
L-Phenylalaninol

: 281206-87-9
(3S,7S,8S)-3-benzyl-7,8-diphenyl-6-ethoxycarbonyl-1,4,6-triazabicyclo[3.3.0]oct-4-ene

Guidance literature:: Multi-step reaction with 7 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

7: 48 percent / 2-chloro-1,3-dimethylimidazolinium chloride; Et₃N / CH₂Cl₂ / 7.5 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 / 7: Cyclization;
DOI:10.1021/jo000746f