(3aR,6S,6aS)-6-Isopropyl-4-methanesulfonyl-5-oxo-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester

Base Information

Chemical Name:(3aR,6S,6aS)-6-Isopropyl-4-methanesulfonyl-5-oxo-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester
CAS No.:197892-76-5
Molecular Formula:C₁₈H₂₄N₂O₅S
Molecular Weight:380.465
Hs Code.:

Synonyms:(3aR,6S,6aS)-6-Isopropyl-4-methanesulfonyl-5-oxo-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester

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Chemical Property of (3aR,6S,6aS)-6-Isopropyl-4-methanesulfonyl-5-oxo-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester

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Technology Process of (3aR,6S,6aS)-6-Isopropyl-4-methanesulfonyl-5-oxo-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester

There total 20 articles about (3aR,6S,6aS)-6-Isopropyl-4-methanesulfonyl-5-oxo-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl 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:

: 325150-56-9
(2S,3R)-3-Methanesulfonylamino-2-[(S)-2-methyl-1-(pyridin-2-ylsulfanylcarbonyl)-propyl]-pyrrolidine-1-carboxylic acid benzyl ester

: 197892-76-5
(3aR,6S,6aS)-6-Isopropyl-4-methanesulfonyl-5-oxo-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester

Guidance literature:: With caesium carbonate; In dichloromethane; at 20 ℃;
DOI:10.1021/jo001364c

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 197892-76-5
(3aR,6S,6aS)-6-Isopropyl-4-methanesulfonyl-5-oxo-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 70 percent / n-BuLi / tetrahydrofuran / 1.) -70 deg C, 2.) room temperature

2: 1.) LiBH₄, 2.) conc.H₂SO₄ / 1.) THF, -20 deg C

3: 81 percent / BF₃*OEt₂ / CH₂Cl₂ / 5 - 20 °C

4: K₂CO₃ / H₂O; ethanol / Heating

5: t-BuMgCl / tetrahydrofuran / -5 °C

7: LiN(SiMe₃)2 / tetrahydrofuran / 1.) -70 deg C to 0 deg C, 2.) -70 deg C

With lithium borohydride; n-butyllithium; sulfuric acid; boron trifluoride diethyl etherate; tert-butylmagnesium chloride; potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1021/jo990306s

Reference yield:

: 197892-37-8
2-Oxo-3-(2,2,2-trifluoro-acetylamino)-pyrrolidine-1-carboxylic acid benzyl ester

: 197892-76-5
(3aR,6S,6aS)-6-Isopropyl-4-methanesulfonyl-5-oxo-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) LiBH₄, 2.) conc.H₂SO₄ / 1.) THF, -20 deg C

2: 81 percent / BF₃*OEt₂ / CH₂Cl₂ / 5 - 20 °C

3: K₂CO₃ / H₂O; ethanol / Heating

4: t-BuMgCl / tetrahydrofuran / -5 °C

6: LiN(SiMe₃)2 / tetrahydrofuran / 1.) -70 deg C to 0 deg C, 2.) -70 deg C

With lithium borohydride; sulfuric acid; boron trifluoride diethyl etherate; tert-butylmagnesium chloride; potassium carbonate; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1021/jo990306s