((3S,3aS,5R)-3-(((tert-butyldimethylsilyl)oxy)methyl)-6-methyl-2-tosyl-1,2,3,3a,4,5-hexahydrocyclopenta[c]pyrrol-5-yl)(phenyl)methanone

Base Information

Chemical Name:((3S,3aS,5R)-3-(((tert-butyldimethylsilyl)oxy)methyl)-6-methyl-2-tosyl-1,2,3,3a,4,5-hexahydrocyclopenta[c]pyrrol-5-yl)(phenyl)methanone
CAS No.:1374759-95-1
Molecular Formula:C₂₉H₃₉NO₄SSi
Molecular Weight:525.784
Hs Code.:

Synonyms:((3S,3aS,5R)-3-(((tert-butyldimethylsilyl)oxy)methyl)-6-methyl-2-tosyl-1,2,3,3a,4,5-hexahydrocyclopenta[c]pyrrol-5-yl)(phenyl)methanone

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Chemical Property of ((3S,3aS,5R)-3-(((tert-butyldimethylsilyl)oxy)methyl)-6-methyl-2-tosyl-1,2,3,3a,4,5-hexahydrocyclopenta[c]pyrrol-5-yl)(phenyl)methanone

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Technology Process of ((3S,3aS,5R)-3-(((tert-butyldimethylsilyl)oxy)methyl)-6-methyl-2-tosyl-1,2,3,3a,4,5-hexahydrocyclopenta[c]pyrrol-5-yl)(phenyl)methanone

There total 1 articles about ((3S,3aS,5R)-3-(((tert-butyldimethylsilyl)oxy)methyl)-6-methyl-2-tosyl-1,2,3,3a,4,5-hexahydrocyclopenta[c]pyrrol-5-yl)(phenyl)methanone 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: 75.0%

: N-((1S)-1-(2-benzoylcyclopropyl)-2-((tert-butyldimethylsilyl)oxy)ethyl)-N-(but-2-yn-1-yl)-4-methylbenzenesulfonamide

: 1374759-97-3
((3S,3aS,5S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-6-methyl-2-tosyl-1,2,3,3a,4,5-hexahydrocyclopenta[c]pyrrol-5-yl)(phenyl)methanone

: 1374759-95-1
((3S,3aS,5R)-3-(((tert-butyldimethylsilyl)oxy)methyl)-6-methyl-2-tosyl-1,2,3,3a,4,5-hexahydrocyclopenta[c]pyrrol-5-yl)(phenyl)methanone

Guidance literature:: With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol3008414

Reference yield: 95.0%

: 1374759-97-3
((3S,3aS,5S)-3-(((tert-butyldimethylsilyl)oxy)methyl)-6-methyl-2-tosyl-1,2,3,3a,4,5-hexahydrocyclopenta[c]pyrrol-5-yl)(phenyl)methanone

: 1374759-95-1
((3S,3aS,5R)-3-(((tert-butyldimethylsilyl)oxy)methyl)-6-methyl-2-tosyl-1,2,3,3a,4,5-hexahydrocyclopenta[c]pyrrol-5-yl)(phenyl)methanone

: 1374759-92-8
((3S,3aS,6aS)-3-(((tert-butyldimethylsilyl)oxy)methyl)-6-methyl-2-tosyl-1,2,3,3a,4,6a-hexahydrocyclopenta[c]pyrrol-5-yl)(phenyl)methanone

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/ol3008414

Reference yield:

: 1374759-95-1
((3S,3aS,5R)-3-(((tert-butyldimethylsilyl)oxy)methyl)-6-methyl-2-tosyl-1,2,3,3a,4,5-hexahydrocyclopenta[c]pyrrol-5-yl)(phenyl)methanone

: 487-79-6
(-)-kainic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 20 °C

2.1: ozone / methanol; dichloromethane / 0.75 h / -78 °C

2.2: 20 °C

3.1: dihydrogen peroxide; sodium hydroxide / 1,4-dioxane; water / 0.17 h / 0 °C

4.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C

5.1: pyridine / tetrahydrofuran / 0.17 h / -40 °C

5.2: 20 h / -40 - 20 °C

6.1: Jones reagent / acetone / 0.25 h / 0 - 20 °C

6.2: 1.5 h

7.1: lithium hydroxide / methanol; water / 0.5 h / Reflux

8.1: ammonia; lithium / tetrahydrofuran / 0.5 h / -78 °C

With pyridine; Jones reagent; ammonia; dihydrogen peroxide; lithium; potassium carbonate; ozone; 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium hydroxide; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ol3008414