An asymmetric synthesis of ADDA, and ADDA-glycine dipeptide using the ß-lactam synthon method

Darren J. Cundy; Andrew C. Donohue; Tom D. McCarthy

doi:10.1039/a809718f

An asymmetric synthesis of ADDA, and ADDA-glycine dipeptide using the ß-lactam synthon method

Darren J. Cundy^*
, Andrew C. Donohue
, Tom D. McCarthy

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

40 Citations (Scopus)

Abstract

The paper describes the synthesis of the W-Boc lactam 4, and demonstrates that it is an important intermediate in the synthesis of dipeptide 5 (X = H, n = 0, R = Me), an analogue of the ADDA-GIu dipeptide 3. In addition we have described a mild method for the preparation of the amino acid salt ADDA-HC1, and provided synthetic methods, and full characterisation for the previously 'elusive' free amino acid ADDA.

Original language	English
Pages (from-to)	559-567
Number of pages	9
Journal	Journal of the Chemical Society, Perkin Transactions 1
Issue number	5
DOIs	https://doi.org/10.1039/a809718f
Publication status	Published - 1999
Externally published	Yes

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title = "An asymmetric synthesis of ADDA, and ADDA-glycine dipeptide using the {\ss}-lactam synthon method",

abstract = "The paper describes the synthesis of the W-Boc lactam 4, and demonstrates that it is an important intermediate in the synthesis of dipeptide 5 (X = H, n = 0, R = Me), an analogue of the ADDA-GIu dipeptide 3. In addition we have described a mild method for the preparation of the amino acid salt ADDA-HC1, and provided synthetic methods, and full characterisation for the previously 'elusive' free amino acid ADDA.",

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AU - Cundy, Darren J.

AU - Donohue, Andrew C.

AU - McCarthy, Tom D.

PY - 1999

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N2 - The paper describes the synthesis of the W-Boc lactam 4, and demonstrates that it is an important intermediate in the synthesis of dipeptide 5 (X = H, n = 0, R = Me), an analogue of the ADDA-GIu dipeptide 3. In addition we have described a mild method for the preparation of the amino acid salt ADDA-HC1, and provided synthetic methods, and full characterisation for the previously 'elusive' free amino acid ADDA.

AB - The paper describes the synthesis of the W-Boc lactam 4, and demonstrates that it is an important intermediate in the synthesis of dipeptide 5 (X = H, n = 0, R = Me), an analogue of the ADDA-GIu dipeptide 3. In addition we have described a mild method for the preparation of the amino acid salt ADDA-HC1, and provided synthetic methods, and full characterisation for the previously 'elusive' free amino acid ADDA.

UR - https://www.scopus.com/pages/publications/0003003684

U2 - 10.1039/a809718f

DO - 10.1039/a809718f

M3 - Article

SN - 1472-7781

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JO - Journal of the Chemical Society, Perkin Transactions 1

JF - Journal of the Chemical Society, Perkin Transactions 1

IS - 5

ER -

An asymmetric synthesis of ADDA, and ADDA-glycine dipeptide using the ß-lactam synthon method

Abstract

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