O-methyl [(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl](oxo)-lambda(4)-sulfanecarbothioate -Drug Synthesis Database

【结构式】

【分子编号】31595

【品名】O-methyl [(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl](oxo)-lambda(4)-sulfanecarbothioate

【CA登记号】

【分子式】C₁₁H₁₅NO₃S₂

【分子量】273.37704

【元素组成】C 48.33% H 5.53% N 5.12% O 17.56% S 23.46%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(XXXII)

The reaction of tosylate (XXV) with potassium ethylxanthate (XXIX) gives the adduct (XXX), which is cyclized with 3-methoxy-2-methyl-2-propenal (XXI) by means of t-BuOK, NH4Cl and NH3 in THF yielding the dihydropyridine (XXXI). The oxidation of (XXXI) with MCPBA in chloroform affords the pyridine (XXXII), with simultaneous formation of the sulfinyl group. Finally, this compound is cyclized with 4-methoxyphenylene-1,2-diamine (XXXIII) by means of TFA in refluxing toluene.

参考文献中间体

合成目标

【1】 Bekhazi, M.; Zoghbi, M. (PDi-Research Laboratories, Inc. ); Synthesis of omeprazole-type pyridine derivs. and intermediates thereof. WO 9729103 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(XXI)	31585	(E)-3-methoxy-2-methyl-2-propenal		C₅H₈O₂	详情	详情
(XXV)	31589	2-oxobutyl 4-methylbenzenesulfonate		C₁₁H₁₄O₄S	详情	详情
(XXIX)	29923	o-Ethylxanthic acid potassium salt; Potassium ethyl xanthogenate; potassium 1-(carbodithioatooxy)ethane	140-89-6	C₃H₅KOS₂	详情	详情
(XXX)	31593	O-ethyl S-(2-oxobutyl) carbonodithioate		C₇H₁₂O₂S₂	详情	详情
(XXXI)	31594	S-[(4-methoxy-3,5-dimethyl-1,4-dihydro-2-pyridinyl)methyl] O-methyl carbonodithioate		C₁₁H₁₇NO₂S₂	详情	详情
(XXXII)	31595	O-methyl [(4-methoxy-3,5-dimethyl-2-pyridinyl)methyl](oxo)-lambda(4)-sulfanecarbothioate		C₁₁H₁₅NO₃S₂	详情	详情
(XXXIII)	29922	2-amino-4-methoxyphenylamine; 4-methoxy-1,2-benzenediamine	102-51-2	C₇H₁₀N₂O	详情	详情

Extended Information