Sulfone polyene intermediates
AssigneeHoffmann-La Roche Inc.
InventorsKurt Bernhard, Stephan Jaggli, Paul Kreienbuhl, Ulrich Schwieter
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Abstract
A process for producing carotenoids and carotenoid intermediates via reduction of sulfonyl polyenes with a dithionite in the presence of ammonia or an aliphatic amine, including novel intermediates in this process, which carotenoids are known coloring agents for foodstuffs, animal feeds, pharmaceuticals, etc.
Claims22
Compounds of the general formula ##STR17## wherein m and n are independently 0 or 1, R.sup.1 and R.sup.2 are selected from the group consisting of 4-methyl-3-pentenyl, formyl protected with an acetal protecting group, carboxy, carboxy esterified with an ester protecting group, and a group of the formula:
- ##STR18## R.sup.3 and R.sup.4 are hydrogen, hydroxy, hydroxy protected with a protecting group, oxo or oxo protected with a protecting group;
- with the proviso that when m is 1, R.sup.1 is 4-methyl-3-pentenyl;
- and when m is 0, R.sup.1 is other than 4-methyl-3-pentenyl;
- and when n is 1, R.sup.2 is 4-methyl-3-pentenyl and when n is 0, R.sup.2 is other than 4-methyl-3-pentenyl;
- only one of X.sup.1, X.sup.2, X.sup.3, X.sup.4 and X.sup.5 being a sulfonyl residue while the others are hydrogen;
- and X.sup.6, X.sup.7, X.sup.8 and X.sup.9 all being hydrogen except in the case where R.sup.1 and R.sup.2 are both selected from the same group and X.sup.1 is hydrogen, then in this case, X.sup.6 can be either hydrogen or a sulfonyl residue if X.sup.2 is a sulfonyl residue, X.sup.7 can be either hydrogen or a sulfonyl residue if X.sup.3 is a sulfonyl residue, X.sup.8 can be either hydrogen or a sulfonyl residue, if X.sup.4 is a sulfonyl residue, and X.sup.9 can be either hydrogen or a sulfonyl residue if X.sup.5 is a sulfonyl residue.
Dependencies are inferred from the claim text.