Improved syntheses of d-ribo- and 2-deoxy-d-ribofuranose phospho sugars from methyl β-d-ribopyranoside

Tadashi Hanaya; Yuko Koga; Heizan Kawamoto; Hiroshi Yamamoto

doi:10.3987/COM-07-S(U)34

Improved syntheses of d-ribo- and 2-deoxy-d-ribofuranose phospho sugars from methyl β-d-ribopyranoside

Tadashi Hanaya, Yuko Koga, Heizan Kawamoto, Hiroshi Yamamoto

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

1 Citation (Scopus)

Abstract

Abstract - Methyl 4-deoxy-4-dimethoxyphosphinoyl-2,3-O-isopropylidene-13-D-ribopyranoside (12a) and methyl 2,4-dideoxy-4-dimethoxyphosphinoyl-13-D-etythro-pentopyranoside (20) were efficiently prepared respectively from methyl2,3-O-isopropylidene-[3-D-ribopyranoside (7a) and its 3,4-O-isopropylideneisomer (7b) in appreciably improved total yields compared with those via previously reported routes.Compounds (12a, 20) were led to D-ribofuranos and 2-deoxy-D-ribofuranose phospho sugars (4, 5).

Original language	English
Pages (from-to)	581-591
Number of pages	11
Journal	Heterocycles
Volume	73
Issue number	C
DOIs	https://doi.org/10.3987/COM-07-S(U)34
Publication status	Published - 2007

ASJC Scopus subject areas

Analytical Chemistry
Pharmacology
Organic Chemistry

Access to Document

10.3987/COM-07-S(U)34

Cite this

@article{9863107d37e8466f85d89670d1c11d99,

title = "Improved syntheses of d-ribo- and 2-deoxy-d-ribofuranose phospho sugars from methyl β-d-ribopyranoside",

abstract = "Abstract - Methyl 4-deoxy-4-dimethoxyphosphinoyl-2,3-O-isopropylidene-13-D-ribopyranoside (12a) and methyl 2,4-dideoxy-4-dimethoxyphosphinoyl-13-D-etythro-pentopyranoside (20) were efficiently prepared respectively from methyl2,3-O-isopropylidene-[3-D-ribopyranoside (7a) and its 3,4-O-isopropylideneisomer (7b) in appreciably improved total yields compared with those via previously reported routes.Compounds (12a, 20) were led to D-ribofuranos and 2-deoxy-D-ribofuranose phospho sugars (4, 5).",

author = "Tadashi Hanaya and Yuko Koga and Heizan Kawamoto and Hiroshi Yamamoto",

year = "2007",

doi = "10.3987/COM-07-S(U)34",

language = "English",

volume = "73",

pages = "581--591",

journal = "Heterocycles",

issn = "0385-5414",

publisher = "Japan Institute of Heterocyclic Chemistry",

number = "C",

}

TY - JOUR

T1 - Improved syntheses of d-ribo- and 2-deoxy-d-ribofuranose phospho sugars from methyl β-d-ribopyranoside

AU - Hanaya, Tadashi

AU - Koga, Yuko

AU - Kawamoto, Heizan

AU - Yamamoto, Hiroshi

PY - 2007

Y1 - 2007

N2 - Abstract - Methyl 4-deoxy-4-dimethoxyphosphinoyl-2,3-O-isopropylidene-13-D-ribopyranoside (12a) and methyl 2,4-dideoxy-4-dimethoxyphosphinoyl-13-D-etythro-pentopyranoside (20) were efficiently prepared respectively from methyl2,3-O-isopropylidene-[3-D-ribopyranoside (7a) and its 3,4-O-isopropylideneisomer (7b) in appreciably improved total yields compared with those via previously reported routes.Compounds (12a, 20) were led to D-ribofuranos and 2-deoxy-D-ribofuranose phospho sugars (4, 5).

AB - Abstract - Methyl 4-deoxy-4-dimethoxyphosphinoyl-2,3-O-isopropylidene-13-D-ribopyranoside (12a) and methyl 2,4-dideoxy-4-dimethoxyphosphinoyl-13-D-etythro-pentopyranoside (20) were efficiently prepared respectively from methyl2,3-O-isopropylidene-[3-D-ribopyranoside (7a) and its 3,4-O-isopropylideneisomer (7b) in appreciably improved total yields compared with those via previously reported routes.Compounds (12a, 20) were led to D-ribofuranos and 2-deoxy-D-ribofuranose phospho sugars (4, 5).

UR - http://www.scopus.com/inward/record.url?scp=45149134615&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=45149134615&partnerID=8YFLogxK

U2 - 10.3987/COM-07-S(U)34

DO - 10.3987/COM-07-S(U)34

M3 - Article

AN - SCOPUS:45149134615

VL - 73

SP - 581

EP - 591

JO - Heterocycles

JF - Heterocycles

SN - 0385-5414

IS - C

ER -

Improved syntheses of d-ribo- and 2-deoxy-d-ribofuranose phospho sugars from methyl β-d-ribopyranoside

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this