5-[(3aR,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-(6E)-ylidene]-pentanoic acid ethyl ester

Base Information

Chemical Name:5-[(3aR,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-(6E)-ylidene]-pentanoic acid ethyl ester
CAS No.:333355-49-0
Molecular Formula:C₂₆H₃₀N₂O₃S
Molecular Weight:450.602
Hs Code.:

Synonyms:5-[(3aR,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-(6E)-ylidene]-pentanoic acid ethyl ester

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Chemical Property of 5-[(3aR,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-(6E)-ylidene]-pentanoic acid ethyl ester

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Technology Process of 5-[(3aR,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-(6E)-ylidene]-pentanoic acid ethyl ester

There total 11 articles about 5-[(3aR,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-(6E)-ylidene]-pentanoic acid ethyl ester 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: 92.0%

: 28092-52-6
(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

: 333355-49-0
5-[(3aR,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-(6E)-ylidene]-pentanoic acid ethyl ester

Guidance literature:: (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione; 5-ethoxy-5-oxopentylzinc iodide; palladium dihydroxide; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; at 30 ℃;

With hydrogenchloride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tetlet.2003.09.202

Reference yield: 92.0%

: 109976-46-7
(5-ethoxy-5-oxopentyl)zinc(II) iodide

: 28092-52-6
(3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione

: 333355-49-0
5-[(3aR,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-(6E)-ylidene]-pentanoic acid ethyl ester

Guidance literature:: (5-ethoxy-5-oxopentyl)zinc(II) iodide; (3aS,6aR)-1,3-dibenzyltetrahydro-1H-thieno[3,4-d]imidazole-2,4-dione; With N,N-dimethyl-formamide; In tetrahydrofuran; toluene; at 25 - 35 ℃; for 2h;

With hydrogenchloride; In toluene;
DOI:10.15227/orgsyn.084.0285

Reference yield:

: 98155-23-8
(R)-3-benzyl-2-oxothiazolidine-4-carboxylic acid

: 333355-49-0
5-[(3aR,6aS)-1,3-Dibenzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-(6E)-ylidene]-pentanoic acid ethyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: 89 percent / Me₂S*BH₃

2.1: 89 percent / DCC; pyridine; TFA / dimethylsulfoxide / 25 - 45 °C

3.1: 96 percent / toluene

4.1: 93 percent / H₂O₂; K₂CO₃ / dimethylsulfoxide

5.1: dimethylformamide / 1 h / 90 °C

6.1: 95.1 g / conc. HCl / dimethylformamide / 3 h / 90 °C

7.1: DCC; pyridine; TFA / CHCl₃ / 1 h / 10 °C

8.1: 88.1 g / pyridine / CHCl₃ / 6 h / 60 °C

9.1: Pd(OH)2/C / tetrahydrofuran; toluene; dimethylformamide / 30 °C

9.2: 92 percent / HCl / tetrahydrofuran; toluene; dimethylformamide

With pyridine; hydrogenchloride; dimethylsulfide borane complex; dihydrogen peroxide; potassium carbonate; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; chloroform; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; 2.1: Moffatt oxidation / 3.1: Strecker reaction / 4.1: Katritzky's protocol / 9.1: Fukuyama coupling reaction;
DOI:10.1016/j.tetlet.2003.09.202