(1S,3aS,4R,4aR,8aS)-3-benzyl-4-ethoxycarbonyl-8-oxo-1-phenyldecahydropyrano[3,4-b]pyrrolo[1,2-a]imidazole

Base Information

Chemical Name:(1S,3aS,4R,4aR,8aS)-3-benzyl-4-ethoxycarbonyl-8-oxo-1-phenyldecahydropyrano[3,4-b]pyrrolo[1,2-a]imidazole
CAS No.:188642-72-0
Molecular Formula:C₂₅H₂₈N₂O₄
Molecular Weight:420.508
Hs Code.:

Synonyms:(1S,3aS,4R,4aR,8aS)-3-benzyl-4-ethoxycarbonyl-8-oxo-1-phenyldecahydropyrano[3,4-b]pyrrolo[1,2-a]imidazole

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Chemical Property of (1S,3aS,4R,4aR,8aS)-3-benzyl-4-ethoxycarbonyl-8-oxo-1-phenyldecahydropyrano[3,4-b]pyrrolo[1,2-a]imidazole

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Technology Process of (1S,3aS,4R,4aR,8aS)-3-benzyl-4-ethoxycarbonyl-8-oxo-1-phenyldecahydropyrano[3,4-b]pyrrolo[1,2-a]imidazole

There total 2 articles about (1S,3aS,4R,4aR,8aS)-3-benzyl-4-ethoxycarbonyl-8-oxo-1-phenyldecahydropyrano[3,4-b]pyrrolo[1,2-a]imidazole 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: 35.0%

: 175792-71-9
(S)-1-benzyl-4-phenyl-4,5-dihydroimidazole

: 188642-53-7
ethyl (E)-5-(bromoacetoxy)pent-2-enoate

: 188642-72-0
(1S,3aS,4R,4aR,8aS)-3-benzyl-4-ethoxycarbonyl-8-oxo-1-phenyldecahydropyrano[3,4-b]pyrrolo[1,2-a]imidazole

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 6h; Heating;
DOI:10.1016/S0040-4039(97)00111-1

Reference yield:

: 13038-13-6
(E)-5-hydroxy-pent-2-enoic acid ethyl ester

: 188642-72-0
(1S,3aS,4R,4aR,8aS)-3-benzyl-4-ethoxycarbonyl-8-oxo-1-phenyldecahydropyrano[3,4-b]pyrrolo[1,2-a]imidazole

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / Et₃N / CH₂Cl₂

2: 35 percent / DBU / tetrahydrofuran / 6 h / Heating

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(97)00111-1

Reference yield: 100.0%

: 188642-72-0
(1S,3aS,4R,4aR,8aS)-3-benzyl-4-ethoxycarbonyl-8-oxo-1-phenyldecahydropyrano[3,4-b]pyrrolo[1,2-a]imidazole

: 188642-67-3
(3S,5S,6R,7R,7aS)-1-benzyl-5,7-bis(hydroxymethyl)-6-(2-hydroxyethyl)-3-phenylhexahydropyrrolo[1,2-a]imidazole

Guidance literature:: (1S,3aS,4R,4aR,8aS)-3-benzyl-4-ethoxycarbonyl-8-oxo-1-phenyldecahydropyrano[3,4-b]pyrrolo[1,2-a]imidazole; With lithium aluminium tetrahydride; In tetrahydrofuran; for 2h; Inert atmosphere;

With water; In tetrahydrofuran; diethyl ether; Inert atmosphere;
DOI:10.1016/j.tet.2011.08.099