Abstract:
Ein neues Verfahren zur Herstellung von γ-Acetoxytiglinaldehyd, der als wichtiges Ausgangsmaterial für die Herstellung von Vitamin A-Acetat aus einem (β-Jonylidenäthyl)triphenylphosphonium-halogenid und diesem Aldehyd bekannt ist, besteht darin, dass man ein Pentenin-3-ol der Formel HC≡C-C(CH₃)(OH)-CH=C(R)₂ (II), worin beide R entweder Wasserstoff oder Methyl bedeuten, einer selektiven Ozonolyse in einem niederen Alkanol R¹OH, worin R¹ C₁₋₄-Alkyl bedeutet, unterwirft, das so erhaltene 2-Hydroxy-2-methyl-3-butinal der Formel HC≡C-C(CH₃)(OH)-CHO (III) sowie allfällig als Nebenprodukt erhaltenes 1-Alkoxyalkyl-hydroperoxid der Formel (HOO)(R¹)CR² (IV) zum bekannten 2-Hydroxy-2-methyl-3-butenal der Formel H₂C=CH-C(CH₃)(OH)-CHO (V) katalytisch und (für III) selektiv hydriert und dieses auf an sich bekannte Weise in den γ-Acetoxytiglinaldehyd der Formel CH₃COO-CH₂CH=C(CH₃)-CHO (I) überführt. Die Ueberführung des Butenals V in den Aldehyd I kann zweckmässigerweise durch die bekannten Verfahrensstufen Acetalisierung, Acetylierung, katalysierte Umlagerung und säurekatalysierte Hydrolyse durchgeführt werden.
Abstract:
Conjugated diene compounds of the general formula: which are industrially advantageous intermediates for preparing sarcophytol A useful as an anticarcinogenic promotor or antitumor agent are provided. This invention discloses also processes for preparing these compounds as well as the use thereof for preparing carcophytol A.
Abstract:
A novel open-chain terpene compound useful as an intermediate for sarcophytol A having a resitance to a carcinogenesis and an antitumor activity and represented by general formula (I), wherein R¹ is a hydrogen atom, a 1-alkoxyalkyl group, a tetrahydrofuryl group, a tetrahydropyranyl group or an acyl group, R² is -CHO, -CH₂OR³ or (a), wherein R³ is a hydrogen atom, a 1-alkoxyalkyl group, a tetrahydrofuryl group, a tetrahydropyranyl group or an acyl group, R⁴ is an alkyl group having 1 to 4 carbon atoms, provided that R¹ and R³ are not simultaneously the same substituents and, when R¹ is a hydrogen atom, R³ is neither an acetyl group nor a tetrahydropyranyl group and, when R² is a group represented by formula (a), R¹ is not a hydrogen atom.
Abstract:
A hydroformylation process is provided which comprises reacting a compound of the general formula CH₂=CH-CH₂-A-CH₂-X wherein X is a hydroxyl or formyl group and A is a group of the formula -(CH₂) n - or -(CH₂) m -CH=CH- in which n is an integer of 3-8 and m is an integer of 0-5, with a mixture of hydrogen and carbon monoxide in the presence of a rhodium compound and a specific tris(substituted phenyl) phosphite
Abstract:
An optically active or racemic a-hydroxyaldehyde of formula wherein R, represents a C 6 -C 14 aryl group, C 1 -C 10 alkyl group, C 1 -C 10 alkenyl group, C 2 -C 10 alkynyl group, C 2 -C 14 aralkyl group, or a group containing a functional group in the organic portion of said groups and R : represents a C 1 -C 10 alkyl group, C 1 -C 10 alkenyl group, C 1 -C 10 alkynyl group, C 7 -C 14 aralkyl group, C 6 -C 14 aryl group or a group containing a functional group in the organic portion of these groups, which is an important intermediate for preparation of pharmaceuticals and agricultural chemicals and can be prepared by reacting an optically active or racemic compound of formula wherein A represents a C 6 -C 14 aryl group or a C 1 -C 4 alkyl or alkoxy group- or halogen-substituted C 6 -C 14 aryl group and R is as defined above, with a Grignard reagent, and thereafter hydrolyzing the reaction product. The compound of formula (1) above can for example be prepared by reaction of an arylglyoxal with an optically active or racemic 2-iN-substituted aminomethyl)pyrroiidine or by reacting a Grignard reagent with an optically active or racemic. diazabicyclooctane derivative which itself can be prepared from a glyoxylate ester or glyoxylate ester hemiacetal and a 2(-N-substituted aminomethyl)pyrrolidine.
Abstract:
Disclosed is a method of preparing methylol alkanal. According to the present invention, a yield of methylol alkanal may be improved without using formaldehyde in an excess amount of a theoretical minimum molar ratio or more, formaldehyde wastewater may be reduced, and the amount of formaldehyde remainder, which may act as a hydrogenation catalyst poison, comprised in the methylol alkanal is decreased when the prepared methylol alkanal is hydrogenated resulting in improvement in efficiency of the hydrogenation.
Abstract:
The present invention relates to methods for use in producing epothilones and analogs and derivatives thereof. A general method according to the present invention broadly comprises performing an aldol condensation of a first compound with a second compund thereby to form a third compound selected from the formulas (I) and (II) and stereoisomers thereof, and performing a macrolactonization of the third compound. The present invention also provides chemical compounds, and methods for producing such chemical compounds, that are useful in producing epothilones and analogs and derivatives thereof.
Abstract:
A process for producing substances capable of inducing apoptosis characterized by involving the step of heating at least one compound selected from among the following compounds (a) to (d), provided that uronic acid and/or uronic acid derivatives and compounds containing uronic acid and/or uronic acid derivatives are excluded therefrom: (a) pentoses; (b) pentose derivatives; (c) compounds containing pentoses; and (d) compounds containing pentose derivatives.