ES424501A1 - A procedure for preparing 1,2-acetonides of 3- (tiazol2-oxi-4- o 5-substituted) -propanodiol. (Machine-translation by Google Translate, not legally binding) - Google Patents

A procedure for preparing 1,2-acetonides of 3- (tiazol2-oxi-4- o 5-substituted) -propanodiol. (Machine-translation by Google Translate, not legally binding)

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Publication number
ES424501A1
ES424501A1 ES424501A ES424501A ES424501A1 ES 424501 A1 ES424501 A1 ES 424501A1 ES 424501 A ES424501 A ES 424501A ES 424501 A ES424501 A ES 424501A ES 424501 A1 ES424501 A1 ES 424501A1
Authority
ES
Spain
Prior art keywords
carbon atoms
group
alkyl
substituted
formula
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
ES424501A
Other languages
Spanish (es)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Syntex USA LLC
Original Assignee
Syntex USA LLC
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US451194A external-priority patent/US3896139A/en
Application filed by Syntex USA LLC filed Critical Syntex USA LLC
Publication of ES424501A1 publication Critical patent/ES424501A1/en
Expired legal-status Critical Current

Links

Abstract

A procedure for the preparation of a compound of formulas: **(See formula)** where the groups (see formula) are in position 4 or 5 of the thiazole ring and R4 is selected from the group of alkyls having from 1 to 12 carbon atoms; cycloalkyls having 3 to 12 carbon atoms; phenyl; phenylalkyl in which said alkyl has 1 to 6 carbon atoms, or substituted phenyl or substituted lower phenylalkyl in which said phenyl has 1 or 2 substituents independently selected from the group consisting of hydroxyl, lower alkyl, lower alkoxy, or halogen; a terminally substituted alkyl group having from two to 12 carbon atoms with a terminal carbon atom substituted with a substituent selected from the group consisting of hydroxyl, acyloxy having from 2 to 12 carbon atoms, and alkoxy having from from to 6 atoms carbon; and groups having the formulas (CH2) n + 1NR8R9 or - (CH2) n 10 where n is an integer from 1 to 4, R8 and R9 are independently selected from the group consisting of hydrogen and alkyl groups having 1 to 4 carbon atoms and R10 is cycloalkyl having 3 to 8 carbon atoms, comprising a) heating 3- (5-azidocarbonylthiazol-2-oxy) -2 propanediol 1,2 acetonide optionally with an alcohol R4OH with an inert aromatic solvent at temperatures from about 95ºC to about 120ºC to give the corresponding compound of formula (F); b) heating 3- (5-azidocarbonylthiazol-2-oxy) -2-propanediol 1,2-acetonide in an inert aromatic solvent at a temperature of around 100ºC to around 110ºC to give the corresponding product 5- or -4- isocyanothothiazole and react said product with a compound selected from the group having the formulas: R4MgX'O R4'Li where X' is chloride, bromide or iodide, R4 has the above significance and R'4 is an alkyl having from 1 to 12 carbon atoms; a cycloalkyl having 3 to 12 carbon atoms; a phenyl; a lower phenylalkyl in which said alkyl has from 1 to 6 carbon atoms or the group having the formula - (CH2) n R5 in which n is an integer from 1 to 4 and R5 is a cycloalkyl having between 3 and 8 carbon atoms, in an inert solvent at a temperature of from about -100ºC to about -78ºC to give the corresponding compound of formula (E). (Machine-translation by Google Translate, not legally binding)
ES424501A 1974-03-14 1974-03-21 A procedure for preparing 1,2-acetonides of 3- (tiazol2-oxi-4- o 5-substituted) -propanodiol. (Machine-translation by Google Translate, not legally binding) Expired ES424501A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US451194A US3896139A (en) 1974-03-14 1974-03-14 Process for preparing 3-(4-or-5-azidocarbonylthiazol-2-oxy)-propanediol-1,2-acetonides

Publications (1)

Publication Number Publication Date
ES424501A1 true ES424501A1 (en) 1976-09-01

Family

ID=23791184

Family Applications (1)

Application Number Title Priority Date Filing Date
ES424501A Expired ES424501A1 (en) 1974-03-14 1974-03-21 A procedure for preparing 1,2-acetonides of 3- (tiazol2-oxi-4- o 5-substituted) -propanodiol. (Machine-translation by Google Translate, not legally binding)

Country Status (2)

Country Link
ES (1) ES424501A1 (en)
ZA (1) ZA741808B (en)

Also Published As

Publication number Publication date
ZA741808B (en) 1975-11-26

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