Method of producing (S)-glyceraldehyde acetonide

Details Method of producing (S)-glyceraldehyde acetonide Method of producing (S)-glyceraldehyde acetonide

1984-10-26

1986-01-28

Love, Ethel G.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D31700

Patent

active

045672822

ABSTRACT:
A method of producing (S)-glyceraldehyde acetonide, which comprises reacting 3,4-O-isopropylidene-L-threonic acid or a salt thereof with hypochlorite ion or hypochlorous acid under an acid condition. Also a method of producing (S)-glyceraldehyde acetonide, which comprises reacting 5,6-O-isopropylidene-L-ascorbic acid or a salt thereof with an oxidizing agent to produce 3,4-O-isopropylidene-L-threonic acid or a salt thereof and then reacting the 3,4-O-isopropylidene-L-threonic acid or a salt thereof with hypochlorite ion or hypochlorous acid under an acid condition. Also a method for producing (S)-glyceraldehyde acetonide, which comprises (1) reacting L-ascorbic acid or a salt thereof with acetone or a conventional equivalent thereof to produce 5,6-O-isopropylidene-L-ascorbic acid or a salt thereof; (2) reacting the 5,6-O-isopropylidene-L-ascorbic acid or a salt thereof with an oxidizing agent to produce 3,4-O-isopropylidene-L-threonic acid or a salt thereof; and (3) reacting the 3,4-O-isopropylidene-L-threonic acid or a salt thereof with hypochlorite ion or hypochlorous acid under an acid condition.

REFERENCES:
Chem. Abstracts 96:200052n, (1982).
Chem. Abstracts 97:110297n, (1982), (Chemistry Letters), p. 929, (1982).
Journ. Amer. Chem. Soc., pp. 827-828, (Feb., 1952), vol. 74.
Chem. Abstracts 84:17194y, (1976).
Chem. Abstracts 44:3897b, (1950).
Chem. Abstracts 61:5655g, (1964).

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