(R)-5-((3aR,6R,6aS)-1-Benzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-hydroxy-pentanoic acid

Base Information

Chemical Name:(R)-5-((3aR,6R,6aS)-1-Benzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-hydroxy-pentanoic acid
CAS No.:83486-95-7
Molecular Formula:C₁₇H₂₂N₂O₄S
Molecular Weight:350.439
Hs Code.:

Synonyms:(R)-5-((3aR,6R,6aS)-1-Benzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-hydroxy-pentanoic acid

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Chemical Property of (R)-5-((3aR,6R,6aS)-1-Benzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-hydroxy-pentanoic acid

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Technology Process of (R)-5-((3aR,6R,6aS)-1-Benzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-hydroxy-pentanoic acid

There total 12 articles about (R)-5-((3aR,6R,6aS)-1-Benzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-hydroxy-pentanoic acid 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: 87.0%

: 83541-78-0
Benzyl-((1R,7R,8R,11S)-7-hydroxy-3-oxo-9-thia-2-aza-bicyclo[6.2.1]undec-11-yl)-carbamic acid methyl ester

: 83486-95-7
(R)-5-((3aR,6R,6aS)-1-Benzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-hydroxy-pentanoic acid

Guidance literature:: With barium dihydroxide; In 1,4-dioxane; water; Heating;
DOI:10.1002/bscb.19820911203

Reference yield:

: 55183-45-4
hex-5-in-carboxyl chloride

: 83486-95-7
(R)-5-((3aR,6R,6aS)-1-Benzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-hydroxy-pentanoic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 90 percent / pyridine; CH₂Cl₂ / 0 °C

2: 65 percent / Zn / acetic acid

3: 95 percent / diisobutylaluminum hydride / toluene / -78 °C

4: 72 percent / CH₂Cl₂

5: 63 percent / BaO / toluene / Heating; further reagent

6: Zn, AcOH / H₂O / 70 °C

7: Na₂CO₃ / tetrahydrofuran / 0 °C

8: 87 percent / Ba(OH)2 / dioxane; H₂O / Heating

With barium dihydroxide; diisobutylaluminium hydride; sodium carbonate; acetic acid; barium(II) oxide; zinc; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane; water; acetic acid; toluene;
DOI:10.1021/ja00387a057

Reference yield:

: 29601-98-7
N-benzylhydroxylamine hydrochloride

: 83486-95-7
(R)-5-((3aR,6R,6aS)-1-Benzyl-2-oxo-hexahydro-thieno[3,4-d]imidazol-6-yl)-5-hydroxy-pentanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / CH₂Cl₂

2: 63 percent / BaO / toluene / Heating; further reagent

3: Zn, AcOH / H₂O / 70 °C

4: Na₂CO₃ / tetrahydrofuran / 0 °C

5: 87 percent / Ba(OH)2 / dioxane; H₂O / Heating

With barium dihydroxide; sodium carbonate; acetic acid; barium(II) oxide; zinc; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; toluene;
DOI:10.1021/ja00387a057