3-(benzyloxy)-5-methylphenyl 2-chlorobenzenesulfonate -Drug Synthesis Database

【结构式】

【分子编号】40401

【品名】3-(benzyloxy)-5-methylphenyl 2-chlorobenzenesulfonate

【CA登记号】

【分子式】C₂₀H₁₇ClO₄S

【分子量】388.87128

【元素组成】C 61.77% H 4.41% Cl 9.12% O 16.46% S 8.25%

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：(XI)

Alternatively, the monosulfonate (III) can also be obtained as follows: The benzylation of orcinol (I) with benzyl bromide (IX) and NaH in DMF gives the monoether (X), which is sulfonated with 2-chlorobenzenesulfonyl chloride (II) and DIPEA in CH2Cl2 affording the protected sulfonate (XI). Finally, this compound is deprotected by hydro-genation with H2 over Pd/C in THF to furnish the target monosulfonate (III).

参考文献中间体

合成目标

【1】 Zetter, B.R.; Smith, R. (Children's Medical Center Corp.); Treatment of human prostate cancer with spermine. WO 9711691 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	27257	5-Methyl-1,3-benzenediol; Orcinol	505-15-4	C₇H₈O₂	详情	详情
(II)	30817	2-chlorobenzenesulfonyl chloride	2905-23-9	C₆H₄Cl₂O₂S	详情	详情
(III)	30818	3-hydroxy-5-methylphenyl 2-chlorobenzenesulfonate		C₁₃H₁₁ClO₄S	详情	详情
(IX)	12912	1-(Bromomethyl)benzene; Alpha-bromotoluene	100-39-0	C₇H₇Br	详情	详情
(X)	40400	3-(benzyloxy)-5-methylphenol		C₁₄H₁₄O₂	详情	详情
(XI)	40401	3-(benzyloxy)-5-methylphenyl 2-chlorobenzenesulfonate		C₂₀H₁₇ClO₄S	详情	详情

Extended Information