(3aS,4Z,6aR)-5-{hexahydro-1,3-dibenzyl-2-oxo-4H-thieno[3,4-d]imidazol-4-ylidene}pentanoic acid methyl ester

Base Information

Chemical Name:(3aS,4Z,6aR)-5-{hexahydro-1,3-dibenzyl-2-oxo-4H-thieno[3,4-d]imidazol-4-ylidene}pentanoic acid methyl ester
CAS No.:452100-86-6
Molecular Formula:C₂₅H₂₈N₂O₃S
Molecular Weight:436.575
Hs Code.:

Synonyms:(3aS,4Z,6aR)-5-{hexahydro-1,3-dibenzyl-2-oxo-4H-thieno[3,4-d]imidazol-4-ylidene}pentanoic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3aS,4Z,6aR)-5-{hexahydro-1,3-dibenzyl-2-oxo-4H-thieno[3,4-d]imidazol-4-ylidene}pentanoic acid methyl ester

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Technology Process of (3aS,4Z,6aR)-5-{hexahydro-1,3-dibenzyl-2-oxo-4H-thieno[3,4-d]imidazol-4-ylidene}pentanoic acid methyl ester

There total 29 articles about (3aS,4Z,6aR)-5-{hexahydro-1,3-dibenzyl-2-oxo-4H-thieno[3,4-d]imidazol-4-ylidene}pentanoic acid methyl 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%

: 100-39-0
benzyl bromide

: 151526-80-6
<3aS-(3aα,4Z,6aα)>-5-imidazol-4-ylidene>pentanoic acid methyl ester

: 452100-86-6
(3aS,4Z,6aR)-5-{hexahydro-1,3-dibenzyl-2-oxo-4H-thieno[3,4-d]imidazol-4-ylidene}pentanoic acid methyl ester

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at -40 - 25 ℃; for 21h;
DOI:10.1021/jo025794+

Reference yield:

: C₂₅H₃₀N₂O₄S

: 452100-86-6
(3aS,4Z,6aR)-5-{hexahydro-1,3-dibenzyl-2-oxo-4H-thieno[3,4-d]imidazol-4-ylidene}pentanoic acid methyl ester

Guidance literature:: With toluene-4-sulfonic acid; In toluene; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.tetasy.2013.10.002

Reference yield:

: 100-52-7
benzaldehyde

: 452100-86-6
(3aS,4Z,6aR)-5-{hexahydro-1,3-dibenzyl-2-oxo-4H-thieno[3,4-d]imidazol-4-ylidene}pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: citric acid; NaHCO₃; NaBH₃CN / H₂O; tetrahydrofuran / 2.5 h / 5 °C / pH 4

2: 1.4 g / HCl / H₂O; tetrahydrofuran / 21 h / 25 °C

3: 77 percent / NaHCO₃; triethyl phosphite; Pd(OAc)2 / tetrabutylammonium chloride / dimethylformamide; H₂O / 2 h / 100 °C

4: 92 percent / NaH / dimethylformamide / 21 h / -40 - 25 °C

With hydrogenchloride; palladium diacetate; sodium hydride; sodium cyanoborohydride; sodium hydrogencarbonate; citric acid; triethyl phosphite; tetrabutyl-ammonium chloride; In tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/jo025794+