Tetrahedron

The synthetic versatility of alkoxycarbonyl-and hydroxymethyl-piperazine-2, 5-diones

CLL Chai, JA Elix, PB Huleatt

Index: Chai, Christina L.L.; Elix, John A.; Huleatt, Paul B. Tetrahedron, 2005 , vol. 61, # 36 p. 8722 - 8739

Full Text: HTML

Citation Number: 17

Abstract

Alkoxycarbonylpiperazine-2, 5-diones are versatile precursors for the α-functionalisation of piperazine-2, 5-diones. The alkoxycarbonyl group activates the α-carbon position to alkylation reactions and this provides a mild and selective method for the extension of the carbon framework of piperazine-2, 5-diones. In addition, the alkoxycarbonyl group can be converted to the carboxy group, which in turn can be 'deleted'or manipulated for the ...

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benzyl N-[N-t-butoxycarbonylsarcosyl]-2-benzyloxycarbonylglycinate Structure

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benzyl N-[N-t-b...

~%

2-Piperazinecarboxylicacid,1,4-dimethyl-3,6-dioxo-(9CI) Structure

519141-05-0

2-Piperazinecar...

ethyl N-[N-benzyloxycarbonylsarcosyl]-2-ethoxycarbonylsarcosinate Structure

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ethyl N-[N-benz...

~%

2-Piperazinecarboxylicacid,1,4-dimethyl-3,6-dioxo-(9CI) Structure

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2-Piperazinecar...

3-(ethoxycarbonyl)-1,4-dimethylpiperazine-2,5-dione Structure

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3-(ethoxycarbon...

~%

2-Piperazinecarboxylicacid,1,4-dimethyl-3,6-dioxo-(9CI) Structure

519141-05-0

2-Piperazinecar...

3-benzyloxycarbonyl-1,4-dimethylpiperazine-2,5-dione Structure

519141-04-9

3-benzyloxycarb...

~%

2,5-Piperazinedione,1,4-dimethyl- Structure

5076-82-4

2,5-Piperazined...

2-Piperazinecarboxylicacid,1,4-dimethyl-3,6-dioxo-(9CI) Structure

519141-05-0

2-Piperazinecar...

3-(ethoxycarbonyl)-1,4-dimethylpiperazine-2,5-dione Structure

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3-(ethoxycarbon...

~%

2,5-Piperazinedione,1,4-dimethyl- Structure

5076-82-4

2,5-Piperazined...

2-Piperazinecarboxylicacid,1,4-dimethyl-3,6-dioxo-(9CI) Structure

519141-05-0

2-Piperazinecar...

1-methyl-3-benzyloxycarbonylpiperazine-2,5-dione Structure

519141-03-8

1-methyl-3-benz...

~%

2-Piperazinecarboxylicacid,1,4-dimethyl-3,6-dioxo-(9CI) Structure

519141-05-0

2-Piperazinecar...

diethyl 2-(benzyl(methyl)amino)propanedioate Structure

1032-02-6

diethyl 2-(benz...

~95%

(Methylamino)malonic acid diethyl ester Structure

36295-63-3

(Methylamino)ma...

ethyl bromomalonate Structure

685-87-0

ethyl bromomalonate

~%

(Methylamino)malonic acid diethyl ester Structure

36295-63-3

(Methylamino)ma...

Diethyl malonate Structure

105-53-3

Diethyl malonate

~%

(Methylamino)malonic acid diethyl ester Structure

36295-63-3

(Methylamino)ma...

(S)-N-[N'-(benzyloxycarbonyl)sarcosyl]serine methylester Structure

155225-23-3

(S)-N-[N'-(benz...

~87%

Cyclo(-Ala-Ser) Structure

155225-26-6

Cyclo(-Ala-Ser)

ethyl N-[N-benzyloxycarbonylsarcosyl]-2-ethoxycarbonylsarcosinate Structure

865879-16-9

ethyl N-[N-benz...

~%

2,5-Piperazinedione,1,4-dimethyl- Structure

5076-82-4

2,5-Piperazined...

3-(ethoxycarbonyl)-1,4-dimethylpiperazine-2,5-dione Structure

865879-15-8

3-(ethoxycarbon...

~%

2,5-Piperazinedione,1,4-dimethyl- Structure

5076-82-4

2,5-Piperazined...

3-benzyloxycarbonyl-1,4-dimethylpiperazine-2,5-dione Structure

519141-04-9

3-benzyloxycarb...

~%

2,5-Piperazinedione,1,4-dimethyl- Structure

5076-82-4

2,5-Piperazined...

2-Piperazinecarboxylicacid,1,4-dimethyl-3,6-dioxo-(9CI) Structure

519141-05-0

2-Piperazinecar...

3-(ethoxycarbonyl)-1,4-dimethylpiperazine-2,5-dione Structure

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3-(ethoxycarbon...

~%

2,5-Piperazinedione,1,4-dimethyl- Structure

5076-82-4

2,5-Piperazined...

2-Piperazinecarboxylicacid,1,4-dimethyl-3,6-dioxo-(9CI) Structure

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2-Piperazinecar...

3-carboxyl-1,3,4-trimethylpiperazine-2,5-dione Structure

519141-24-3

3-carboxyl-1,3,...

Methanol Structure

67-56-1

Methanol

~77%

2,5-Piperazinedione,3-methoxy-1,3,4-trimethyl-(9CI) Structure

519141-18-5

2,5-Piperazined...

benzyl N-[N-t-butoxycarbonylsarcosyl]-2-benzyloxycarbonylglycinate Structure

865879-17-0

benzyl N-[N-t-b...

~%

2,5-Piperazinedione,3-methoxy-1,3,4-trimethyl-(9CI) Structure

519141-18-5

2,5-Piperazined...

3-benzyloxycarbonyl-1,4-dimethylpiperazine-2,5-dione Structure

519141-04-9

3-benzyloxycarb...

~%

2,5-Piperazinedione,3-methoxy-1,3,4-trimethyl-(9CI) Structure

519141-18-5

2,5-Piperazined...

3-benzyloxycarbonyl-1,3,4-trimethylpiperazine-2,5-dione Structure

519141-14-1

3-benzyloxycarb...

~%

2,5-Piperazinedione,3-methoxy-1,3,4-trimethyl-(9CI) Structure

519141-18-5

2,5-Piperazined...

3-(ethoxycarbonyl)-1,4-dimethylpiperazine-2,5-dione Structure

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3-(ethoxycarbon...

~%

2,5-Piperazinedione,3-methoxy-1,3,4-trimethyl-(9CI) Structure

519141-18-5

2,5-Piperazined...

ethyl N-[N-benzyloxycarbonylsarcosyl]-2-ethoxycarbonylsarcosinate Structure

865879-16-9

ethyl N-[N-benz...

~%

2,5-Piperazinedione,3-methoxy-1,3,4-trimethyl-(9CI) Structure

519141-18-5

2,5-Piperazined...

1-methyl-3-benzyloxycarbonylpiperazine-2,5-dione Structure

519141-03-8

1-methyl-3-benz...

~%

2,5-Piperazinedione,3-methoxy-1,3,4-trimethyl-(9CI) Structure

519141-18-5

2,5-Piperazined...


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