Synthesis of (2S,3S,8S,9S)-Adda from D-glucose

Ny Sin; James Kallmerten

doi:10.1016/0040-4039(96)01217-8

Synthesis of (2S,3S,8S,9S)-Adda from D-glucose

Ny Sin, James Kallmerten

Department of Chemistry

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

24 Scopus citations

Abstract

The N-trifluoroacetyl derivative of the novel β-amino acid (2S,3S,8S,9S)-Adda methyl ester 4 has been prepared from the D-glucose derived oxazoline 7. A key step in the construction of 4 was the generation of the E,E decadienoate system via dissolving metal reduction of vicinal bis-mesylate 15.

Original language	English (US)
Pages (from-to)	5645-5648
Number of pages	4
Journal	Tetrahedron Letters
Volume	37
Issue number	32
DOIs	https://doi.org/10.1016/0040-4039(96)01217-8
State	Published - Aug 5 1996

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/0040-4039(96)01217-8

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title = "Synthesis of (2S,3S,8S,9S)-Adda from D-glucose",

abstract = "The N-trifluoroacetyl derivative of the novel β-amino acid (2S,3S,8S,9S)-Adda methyl ester 4 has been prepared from the D-glucose derived oxazoline 7. A key step in the construction of 4 was the generation of the E,E decadienoate system via dissolving metal reduction of vicinal bis-mesylate 15.",

author = "Ny Sin and James Kallmerten",

note = "Funding Information: Acknowledgment. Support of this research by a grant from the National Institute of General Medical Sciences (GM-39990) is gratefully acknowledged.",

year = "1996",

month = aug,

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doi = "10.1016/0040-4039(96)01217-8",

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journal = "Tetrahedron Letters",

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T1 - Synthesis of (2S,3S,8S,9S)-Adda from D-glucose

AU - Sin, Ny

AU - Kallmerten, James

N1 - Funding Information: Acknowledgment. Support of this research by a grant from the National Institute of General Medical Sciences (GM-39990) is gratefully acknowledged.

PY - 1996/8/5

Y1 - 1996/8/5

N2 - The N-trifluoroacetyl derivative of the novel β-amino acid (2S,3S,8S,9S)-Adda methyl ester 4 has been prepared from the D-glucose derived oxazoline 7. A key step in the construction of 4 was the generation of the E,E decadienoate system via dissolving metal reduction of vicinal bis-mesylate 15.

AB - The N-trifluoroacetyl derivative of the novel β-amino acid (2S,3S,8S,9S)-Adda methyl ester 4 has been prepared from the D-glucose derived oxazoline 7. A key step in the construction of 4 was the generation of the E,E decadienoate system via dissolving metal reduction of vicinal bis-mesylate 15.

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JO - Tetrahedron Letters

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ER -

Synthesis of (2S,3S,8S,9S)-Adda from D-glucose

Abstract

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