Process for preparing 1-deoxynojirimycin and N-derivatives there

Details Process for preparing 1-deoxynojirimycin and N-derivatives there Process for preparing 1-deoxynojirimycin and N-derivatives there

1987-04-02

1989-02-21

Brust, Joseph Paul

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

435 84, 546219, C12P 1926, C07D21146

Patent

active

048066508

ABSTRACT:
A process for preparing a 1-deoxynojirimycin of the formula ##STR1## in which R is hydrogen, optionally substituted alkyl or aralkyl, which comprises converting D-glucose to an aminosorbitol ##STR2## protecting the amino group of the aminosorbitol with an alkalinically detachable group to form the protected compound of the formula ##STR3## in which X is an alkalinically detachable protective group, microbiologically oxidizing the protected compound to an oxidation product of the formula ##STR4## alkalinically splitting off the protective group X to form an aminosorbose of the formula ##STR5## and reducing the aminosorbose.

REFERENCES:
patent: 4246345 (1981-01-01), Kinast et al.
patent: 4260622 (1981-04-01), Junge et al.
patent: 4266025 (1981-05-01), Kinast et al.
patent: 4339585 (1982-07-01), Matsumura et al.
patent: 4405714 (1983-09-01), Kinast et al.
patent: 4429117 (1984-01-01), Koebernick et al.
patent: 4611058 (1986-09-01), Koebernick
McOmie, "Protective Groups in Organic Chemistry", (1973), Plenum Press-London & N.Y.-, pp. 46-52.

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