(3R,5R,7S,7aR)-1-benzyl-5,7-bis(tert-butoxycarbonyl)-3-phenylhexahydropyrrolo[1,2-a]imidazole

Base Information

Chemical Name:(3R,5R,7S,7aR)-1-benzyl-5,7-bis(tert-butoxycarbonyl)-3-phenylhexahydropyrrolo[1,2-a]imidazole
CAS No.:175893-23-9
Molecular Formula:C₂₉H₃₈N₂O₄
Molecular Weight:478.632
Hs Code.:

Synonyms:(3R,5R,7S,7aR)-1-benzyl-5,7-bis(tert-butoxycarbonyl)-3-phenylhexahydropyrrolo[1,2-a]imidazole

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Chemical Property of (3R,5R,7S,7aR)-1-benzyl-5,7-bis(tert-butoxycarbonyl)-3-phenylhexahydropyrrolo[1,2-a]imidazole

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Technology Process of (3R,5R,7S,7aR)-1-benzyl-5,7-bis(tert-butoxycarbonyl)-3-phenylhexahydropyrrolo[1,2-a]imidazole

There total 3 articles about (3R,5R,7S,7aR)-1-benzyl-5,7-bis(tert-butoxycarbonyl)-3-phenylhexahydropyrrolo[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: 49.0%

: 1663-39-4,25232-27-3
tert-Butyl acrylate

: 5292-43-3
bromoacetic acid tert-butyl ester

: 175792-72-0
(R)-1-benzyl-4-phenyl-4,5-dihydroimidazole

: 1262797-06-7
(3R,5R,7R,7aS)-1-benzyl-5,7-bis(t-butoxycarbonyl)-3-phenylhexahydropyrrolo[1,2-a]imidazole

: 175893-23-9
(3R,5R,7S,7aR)-1-benzyl-5,7-bis(tert-butoxycarbonyl)-3-phenylhexahydropyrrolo[1,2-a]imidazole

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 6h; diastereoselective reaction; Reflux; Inert atmosphere;
DOI:10.1039/c0ob00529k

Reference yield: 49.0%

: 1663-39-4,25232-27-3
tert-Butyl acrylate

: 5292-43-3
bromoacetic acid tert-butyl ester

: 175792-72-0
(R)-1-benzyl-4-phenyl-4,5-dihydroimidazole

: (3R,5R,7R,7aR)-1-Benzyl-3-phenyl-hexahydro-pyrrolo[1,2-a]imidazole-5,7-dicarboxylic acid di-tert-butyl ester

: 175893-23-9
(3R,5R,7S,7aR)-1-benzyl-5,7-bis(tert-butoxycarbonyl)-3-phenylhexahydropyrrolo[1,2-a]imidazole

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; for 6h; Heating;
DOI:10.1016/0040-4039(96)00113-X

Reference yield:

: 155220-77-2
(R)-N¹-benzyl-1-phenylethane-1,2-diamine

: 175893-23-9
(3R,5R,7S,7aR)-1-benzyl-5,7-bis(tert-butoxycarbonyl)-3-phenylhexahydropyrrolo[1,2-a]imidazole

Guidance literature:: Multi-step reaction with 2 steps

1: TsOH / Heating

2: 49 percent / DBU / tetrahydrofuran / 6 h / Heating

With toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran;
DOI:10.1016/0040-4039(96)00113-X