Convenient Synthesis of 1,4-Dideoxy-1,4-imino-D-ribitol from D-Ribose

Joint Authors

Oba, Makoto
Kawaji, Shoi
Sano, Takanori
Nishiyama, Kozaburo
Kushima, Hironobu

Source

Journal of Chemistry

Issue

Vol. 2013, Issue 2013 (31 Dec. 2013), pp.1-5, 5 p.

Publisher

Hindawi Publishing Corporation

Publication Date

2013-06-19

Country of Publication

Egypt

No. of Pages

5

Main Subjects

Chemistry

Abstract EN

This paper describes a convenient synthesis of 1,4-dideoxy-1,4-imino-D-ribitol (DRB) from D-ribose.

L-Lyxonolactone, a key intermediate in this synthesis, was prepared by base-promoted hydrolysis of a 5-chlorinated D-ribonolactone derivative with inversion of configuration at the C-4 position.

Cyclization of the generated dimesylated L-lyxitol with benzylamine proceeded with another configurational inversion at C-4 to afford the D-ribo-configured pyrrolidine system, which upon deprotection gave DRB.

American Psychological Association (APA)

Oba, Makoto& Kawaji, Shoi& Kushima, Hironobu& Sano, Takanori& Nishiyama, Kozaburo. 2013. Convenient Synthesis of 1,4-Dideoxy-1,4-imino-D-ribitol from D-Ribose. Journal of Chemistry،Vol. 2013, no. 2013, pp.1-5.
https://search.emarefa.net/detail/BIM-478164

Modern Language Association (MLA)

Oba, Makoto…[et al.]. Convenient Synthesis of 1,4-Dideoxy-1,4-imino-D-ribitol from D-Ribose. Journal of Chemistry No. 2013 (2013), pp.1-5.
https://search.emarefa.net/detail/BIM-478164

American Medical Association (AMA)

Oba, Makoto& Kawaji, Shoi& Kushima, Hironobu& Sano, Takanori& Nishiyama, Kozaburo. Convenient Synthesis of 1,4-Dideoxy-1,4-imino-D-ribitol from D-Ribose. Journal of Chemistry. 2013. Vol. 2013, no. 2013, pp.1-5.
https://search.emarefa.net/detail/BIM-478164

Data Type

Journal Articles

Language

English

Notes

Includes bibliographical references

Record ID

BIM-478164