z-logo
Premium
Cyclophosphamides from aminosugars and aminonucleosides
Author(s) -
Fujiwara Allan N.,
Acton Edward M.,
Goodman Leon
Publication year - 1970
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570070423
Subject(s) - chemistry , diastereomer , condensation , stereochemistry , phosphorus , organic chemistry , physics , thermodynamics
Condensation of bis‐(2‐chloroethyl)phosphoramidic dichloride with 3′‐amino‐3′‐deoxy‐ N , N ‐dimethyladenosine afforded the 2′,3′‐cyclicphosphorodiamidate (III). By an improved synthesis, methyl 3‐amino‐3‐deoxy‐β‐D‐ribofuranoside was obtained as a model compound for conversion to the analogous 2,3‐cyclicphosphorodiamidate (XII). Existence of the latter as two diastereomers due to phosphorus asymmetry was shown by nmr analysis, using comparison with the 5‐( O ‐ p ‐nitrobenzoate) (XIII) as a basis for assignments.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here
Accelerating Research

Address

John Eccles House
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom