Method for the production of 2-hydroxymethyl-3,4,5-trihydroxy pi

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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435122, C07D21146

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active

043395856

ABSTRACT:
Moranoline, or 2-hydroxymethyl-3,4,5-trihydroxy piperidine, is prepared by directly reducing an actinomycetes culture solution containing nojirimycin, followed by isolation, as for example, through the utilization of an ion exchange resin. The corresponding N-methyl derivative can be obtained through the addition of formaldehyde to the culture solution prior to the reduction.

REFERENCES:
patent: 4103083 (1978-07-01), Ogawa et al.
Ishida, N. et al., J. Antibiotics, Ser. A20, 62-65, (I) and 66-71 (II), (1967).
Inouye, S. et al., Tetrahedron, 24, 2125, (1968).
March, J., Advanced Organic Chemistry, McGraw Hill, New York, 1968, pp. 668-670.

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