Process for the preparation of ergothioneine

Details Process for the preparation of ergothioneine Process for the preparation of ergothioneine

1994-02-08

1995-08-01

Springer, David B.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D23364

Patent

active

054381517

ABSTRACT:
The invention relates to a novel process for the preparation of ergothioneine.
The process for the chemical synthesis of the different optical forms of ergothioneine essentially comprises steps which consist in preparing or using an N.sub..alpha.,N.sub..alpha. -dimethylated histidine ester salt (optically active if necessary), treating this compound with an alkyl, alkenyl or aryl halogenothionoformate in the presence of a base, protecting the sulfur-containing substituent in the compound obtained, converting this protected compound to a compound of the trimethylammonium type and freeing the desired ergothioneine by saponification or acid hydrolysis, as appropriate.
This process affords a better yield and ensures an excellent optical purity.

REFERENCES:
H. Heath et al J.C.S. (London), 1951, pp. 2215-2217.

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