Synthesis of 6- and 7-(1,2,3-trihydroxy-1,2-O-isopropyl-denepropyl)pteridines and deoxygenation of their 3′-hydroxy groups

Tadashi Hanaya; Daisuke Takayama; Hiroshi Yamamoto

doi:10.3987/COM-06-S(W)33

Synthesis of 6- and 7-(1,2,3-trihydroxy-1,2-O-isopropyl-denepropyl)pteridines and deoxygenation of their 3′-hydroxy groups

Tadashi Hanaya, Daisuke Takayama, Hiroshi Yamamoto

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

5 Citations (Scopus)

Abstract

Treatment of 3,4-O-isopropylidene-L-threo-pentos-2-ulose (7) with 5,6-diamino-1,3-dimethyluracil (8) afforded 1,3-dimethyl-6-[(1R,2S)-1,2,3-trihydroxy-1,2-O-isopropylidenepropyl]lumazine (9a) and its 7-substituted isomer (9b). Deoxygenation of 3′-hydroxy groups of 9a,b was investigated in connection with a practical transformation of neopterin into biopterin.

Original language	English
Pages (from-to)	355-365
Number of pages	11
Journal	Heterocycles
Volume	70
DOIs	https://doi.org/10.3987/COM-06-S(W)33
Publication status	Published - Dec 31 2006

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

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title = "Synthesis of 6- and 7-(1,2,3-trihydroxy-1,2-O-isopropyl-denepropyl)pteridines and deoxygenation of their 3′-hydroxy groups",

abstract = "Treatment of 3,4-O-isopropylidene-L-threo-pentos-2-ulose (7) with 5,6-diamino-1,3-dimethyluracil (8) afforded 1,3-dimethyl-6-[(1R,2S)-1,2,3-trihydroxy-1,2-O-isopropylidenepropyl]lumazine (9a) and its 7-substituted isomer (9b). Deoxygenation of 3′-hydroxy groups of 9a,b was investigated in connection with a practical transformation of neopterin into biopterin.",

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T1 - Synthesis of 6- and 7-(1,2,3-trihydroxy-1,2-O-isopropyl-denepropyl)pteridines and deoxygenation of their 3′-hydroxy groups

AU - Hanaya, Tadashi

AU - Takayama, Daisuke

AU - Yamamoto, Hiroshi

PY - 2006/12/31

Y1 - 2006/12/31

N2 - Treatment of 3,4-O-isopropylidene-L-threo-pentos-2-ulose (7) with 5,6-diamino-1,3-dimethyluracil (8) afforded 1,3-dimethyl-6-[(1R,2S)-1,2,3-trihydroxy-1,2-O-isopropylidenepropyl]lumazine (9a) and its 7-substituted isomer (9b). Deoxygenation of 3′-hydroxy groups of 9a,b was investigated in connection with a practical transformation of neopterin into biopterin.

AB - Treatment of 3,4-O-isopropylidene-L-threo-pentos-2-ulose (7) with 5,6-diamino-1,3-dimethyluracil (8) afforded 1,3-dimethyl-6-[(1R,2S)-1,2,3-trihydroxy-1,2-O-isopropylidenepropyl]lumazine (9a) and its 7-substituted isomer (9b). Deoxygenation of 3′-hydroxy groups of 9a,b was investigated in connection with a practical transformation of neopterin into biopterin.

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ER -

Synthesis of 6- and 7-(1,2,3-trihydroxy-1,2-O-isopropyl-denepropyl)pteridines and deoxygenation of their 3′-hydroxy groups

Abstract

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