Synthesis of 2,4-dideoxy-4-[(S)-methyl- and (R)-cyclohexylphosphinyl]-α,β-D-erythro-pentofuranoses. The first P-in-ring sugar analogues of 2-deoxy-D-ribofuranose type

Hiroshi Yamamoto, Ayashi Noguchi, Kenji Torii, Keiji Ohno, Tadashi Hanaya, Heizan Kawamoto, Saburo Inokawa

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Starting with 3-deoxy-1,2-O-isopropylidene-α-D-ribo-hexofuranose, methyl 2,4-dideoxy-4-[(methoxy)methyl- and cyclohexylphosphinyl]-D-glycero-pentopyranosides were prepared in a 9 step sequence (20-25% overall yield). These were converted into the title compounds, which were characterized as the 1,3,5-tri-O-acetates.

Original languageEnglish
Pages (from-to)1575-1576
Number of pages2
JournalChemistry Letters
Volume17
Issue number9
Publication statusPublished - 1988

Fingerprint

Sugars
Acetates
propylene

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Synthesis of 2,4-dideoxy-4-[(S)-methyl- and (R)-cyclohexylphosphinyl]-α,β-D-erythro-pentofuranoses. The first P-in-ring sugar analogues of 2-deoxy-D-ribofuranose type. / Yamamoto, Hiroshi; Noguchi, Ayashi; Torii, Kenji; Ohno, Keiji; Hanaya, Tadashi; Kawamoto, Heizan; Inokawa, Saburo.

In: Chemistry Letters, Vol. 17, No. 9, 1988, p. 1575-1576.

Research output: Contribution to journalArticle

Yamamoto, Hiroshi ; Noguchi, Ayashi ; Torii, Kenji ; Ohno, Keiji ; Hanaya, Tadashi ; Kawamoto, Heizan ; Inokawa, Saburo. / Synthesis of 2,4-dideoxy-4-[(S)-methyl- and (R)-cyclohexylphosphinyl]-α,β-D-erythro-pentofuranoses. The first P-in-ring sugar analogues of 2-deoxy-D-ribofuranose type. In: Chemistry Letters. 1988 ; Vol. 17, No. 9. pp. 1575-1576.
@article{8b6393ffe7c14c7b9a120eeee8fcb7aa,
title = "Synthesis of 2,4-dideoxy-4-[(S)-methyl- and (R)-cyclohexylphosphinyl]-α,β-D-erythro-pentofuranoses. The first P-in-ring sugar analogues of 2-deoxy-D-ribofuranose type",
abstract = "Starting with 3-deoxy-1,2-O-isopropylidene-α-D-ribo-hexofuranose, methyl 2,4-dideoxy-4-[(methoxy)methyl- and cyclohexylphosphinyl]-D-glycero-pentopyranosides were prepared in a 9 step sequence (20-25{\%} overall yield). These were converted into the title compounds, which were characterized as the 1,3,5-tri-O-acetates.",
author = "Hiroshi Yamamoto and Ayashi Noguchi and Kenji Torii and Keiji Ohno and Tadashi Hanaya and Heizan Kawamoto and Saburo Inokawa",
year = "1988",
language = "English",
volume = "17",
pages = "1575--1576",
journal = "Chemistry Letters",
issn = "0366-7022",
publisher = "Chemical Society of Japan",
number = "9",

}

TY - JOUR

T1 - Synthesis of 2,4-dideoxy-4-[(S)-methyl- and (R)-cyclohexylphosphinyl]-α,β-D-erythro-pentofuranoses. The first P-in-ring sugar analogues of 2-deoxy-D-ribofuranose type

AU - Yamamoto, Hiroshi

AU - Noguchi, Ayashi

AU - Torii, Kenji

AU - Ohno, Keiji

AU - Hanaya, Tadashi

AU - Kawamoto, Heizan

AU - Inokawa, Saburo

PY - 1988

Y1 - 1988

N2 - Starting with 3-deoxy-1,2-O-isopropylidene-α-D-ribo-hexofuranose, methyl 2,4-dideoxy-4-[(methoxy)methyl- and cyclohexylphosphinyl]-D-glycero-pentopyranosides were prepared in a 9 step sequence (20-25% overall yield). These were converted into the title compounds, which were characterized as the 1,3,5-tri-O-acetates.

AB - Starting with 3-deoxy-1,2-O-isopropylidene-α-D-ribo-hexofuranose, methyl 2,4-dideoxy-4-[(methoxy)methyl- and cyclohexylphosphinyl]-D-glycero-pentopyranosides were prepared in a 9 step sequence (20-25% overall yield). These were converted into the title compounds, which were characterized as the 1,3,5-tri-O-acetates.

UR - http://www.scopus.com/inward/record.url?scp=0002167386&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0002167386&partnerID=8YFLogxK

M3 - Article

AN - SCOPUS:0002167386

VL - 17

SP - 1575

EP - 1576

JO - Chemistry Letters

JF - Chemistry Letters

SN - 0366-7022

IS - 9

ER -