(6R,8aR)-6-[[(tert-butyldimethylsilyl)oxy]methyl]tetrahydro-2-methyl-8a-[[2-(trimethylsilyl)ethyl]thio]pyrrolo[1,2-a]pyrazine-1,4,8(8aH)-trione

Base Information

Chemical Name:(6R,8aR)-6-[[(tert-butyldimethylsilyl)oxy]methyl]tetrahydro-2-methyl-8a-[[2-(trimethylsilyl)ethyl]thio]pyrrolo[1,2-a]pyrazine-1,4,8(8aH)-trione
CAS No.:1096711-43-1
Molecular Formula:C₃₀H₄₂N₂O₄SSi₂
Molecular Weight:582.911
Hs Code.:

Synonyms:(6R,8aR)-6-[[(tert-butyldimethylsilyl)oxy]methyl]tetrahydro-2-methyl-8a-[[2-(trimethylsilyl)ethyl]thio]pyrrolo[1,2-a]pyrazine-1,4,8(8aH)-trione

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Chemical Property of (6R,8aR)-6-[[(tert-butyldimethylsilyl)oxy]methyl]tetrahydro-2-methyl-8a-[[2-(trimethylsilyl)ethyl]thio]pyrrolo[1,2-a]pyrazine-1,4,8(8aH)-trione

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Technology Process of (6R,8aR)-6-[[(tert-butyldimethylsilyl)oxy]methyl]tetrahydro-2-methyl-8a-[[2-(trimethylsilyl)ethyl]thio]pyrrolo[1,2-a]pyrazine-1,4,8(8aH)-trione

There total 3 articles about (6R,8aR)-6-[[(tert-butyldimethylsilyl)oxy]methyl]tetrahydro-2-methyl-8a-[[2-(trimethylsilyl)ethyl]thio]pyrrolo[1,2-a]pyrazine-1,4,8(8aH)-trione 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: 55.0%

: 1096711-42-0
1-[[2-(trimethylsilyl)ethyl]thio]pyrrolidine-2,5-dione

: 1096711-41-9
(6R)-6-[[(tert-butyldimethylsilyl)oxy]methyl]tetrahydro-2-methylpyrrolo[1,2-a]pyrazine-1,4,8(8aH)-trione

: 1096711-43-1
(6R,8aR)-6-[[(tert-butyldimethylsilyl)oxy]methyl]tetrahydro-2-methyl-8a-[[2-(trimethylsilyl)ethyl]thio]pyrrolo[1,2-a]pyrazine-1,4,8(8aH)-trione

: (6R,8aS)-6-[[(tert-butyldimethylsilyl)oxy]methyl]tetrahydro-2-methyl-8a-[[2-(trimethylsilyl)ethyl]thio]pyrrolo[1,2-a]pyrazine-1,4,8(8aH)-trione

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 8h; stereoselective reaction; Inert atmosphere;
DOI:10.1021/jo802344t

Reference yield: 55.0%

: 1096711-42-0
1-[[2-(trimethylsilyl)ethyl]thio]pyrrolidine-2,5-dione

: 1096711-41-9
(6R)-6-[[(tert-butyldimethylsilyl)oxy]methyl]tetrahydro-2-methylpyrrolo[1,2-a]pyrazine-1,4,8(8aH)-trione

: 1096711-43-1
(6R,8aR)-6-[[(tert-butyldimethylsilyl)oxy]methyl]tetrahydro-2-methyl-8a-[[2-(trimethylsilyl)ethyl]thio]pyrrolo[1,2-a]pyrazine-1,4,8(8aH)-trione

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 8h;
DOI:10.1016/j.tetlet.2012.01.055

Reference yield:

: 1096711-40-8
phenyl [2-[(2R)-2-[[(tert-butyldiphenylsilyl)oxy]methyl]-4-oxopyrrolidin-1-yl]-2-oxoethyl]methylcarbamate

: 1096711-43-1
(6R,8aR)-6-[[(tert-butyldimethylsilyl)oxy]methyl]tetrahydro-2-methyl-8a-[[2-(trimethylsilyl)ethyl]thio]pyrrolo[1,2-a]pyrazine-1,4,8(8aH)-trione

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran / 0.25 h / Reflux

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 8 h / 0 °C

With sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetlet.2012.01.055