Imidazole-1-carbothioic acid O-((3aR,4S,5S,7aS)-2-benzyl-5-methyl-7-oxo-octahydro-isoindol-4-yl) ester

Base Information

Chemical Name:Imidazole-1-carbothioic acid O-((3aR,4S,5S,7aS)-2-benzyl-5-methyl-7-oxo-octahydro-isoindol-4-yl) ester
CAS No.:289041-22-1
Molecular Formula:C₂₀H₂₃N₃O₂S
Molecular Weight:369.488
Hs Code.:

Synonyms:Imidazole-1-carbothioic acid O-((3aR,4S,5S,7aS)-2-benzyl-5-methyl-7-oxo-octahydro-isoindol-4-yl) ester

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Chemical Property of Imidazole-1-carbothioic acid O-((3aR,4S,5S,7aS)-2-benzyl-5-methyl-7-oxo-octahydro-isoindol-4-yl) ester

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Technology Process of Imidazole-1-carbothioic acid O-((3aR,4S,5S,7aS)-2-benzyl-5-methyl-7-oxo-octahydro-isoindol-4-yl) ester

There total 5 articles about Imidazole-1-carbothioic acid O-((3aR,4S,5S,7aS)-2-benzyl-5-methyl-7-oxo-octahydro-isoindol-4-yl) 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: 46.0%

: 6160-65-2
1,1'-Thiocarbonyldiimidazole

: 289041-21-0
(3aS,6S,7S,7aR)-2-Benzyl-7-hydroxy-6-methyl-octahydro-isoindol-4-one

: 289041-22-1
Imidazole-1-carbothioic acid O-((3aR,4S,5S,7aS)-2-benzyl-5-methyl-7-oxo-octahydro-isoindol-4-yl) ester

Guidance literature:: In tetrahydrofuran; for 48h; Heating;
DOI:10.1016/S0040-4039(00)00555-4

Reference yield:

: 1631-26-1
1-benzyl-1H-pyrrole-2,5-dione

: 289041-22-1
Imidazole-1-carbothioic acid O-((3aR,4S,5S,7aS)-2-benzyl-5-methyl-7-oxo-octahydro-isoindol-4-yl) ester

Guidance literature:: Multi-step reaction with 6 steps

1: 4.1 g / quinine / CH₂Cl₂ / 12 h / -78 - -20 °C

2: 93 percent / imidazole / dimethylformamide / 12 h / 60 °C

3: 48 percent / AlH₃ / tetrahydrofuran / 2 h / -78 °C

4: 74 percent / NaIO₄ / tetrahydrofuran; H₂O / 12 h / 0 °C

5: 48 percent / tetrahydrofuran / 2 h / -78 °C

6: 46 percent / tetrahydrofuran / 48 h / Heating

With 1H-imidazole; aluminium hydride; sodium periodate; Quinine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 1: Diels-Alder reaction / 2: silylation / 3: Reduction / 4: Oxidation / 5: Grignard reaction / 6: Substitution;
DOI:10.1016/S0040-4039(00)00555-4

Reference yield:

: 289041-20-9
(3aS,4S,7S,7aR)-2-Benzyl-4-hydroxymethyl-2,3,3a,4,7,7a-hexahydro-1H-isoindole-4,7-diol

: 289041-22-1
Imidazole-1-carbothioic acid O-((3aR,4S,5S,7aS)-2-benzyl-5-methyl-7-oxo-octahydro-isoindol-4-yl) ester

Guidance literature:: Multi-step reaction with 3 steps

1: 74 percent / NaIO₄ / tetrahydrofuran; H₂O / 12 h / 0 °C

2: 48 percent / tetrahydrofuran / 2 h / -78 °C

3: 46 percent / tetrahydrofuran / 48 h / Heating

With sodium periodate; In tetrahydrofuran; water; 1: Oxidation / 2: Grignard reaction / 3: Substitution;
DOI:10.1016/S0040-4039(00)00555-4