2-(2,4,6-triisopropylphenyl)acetyl chloride -Drug Synthesis Database

【结构式】

【分子编号】20247

【品名】2-(2,4,6-triisopropylphenyl)acetyl chloride

【CA登记号】

【分子式】C₁₇H₂₅ClO

【分子量】280.8376

【元素组成】C 72.71% H 8.97% Cl 12.62% O 5.7%

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：(VI)

1) The reaction of (V) with SOCl2 or (COCl)2 in DMF affords the expected acyl chloride (VI), which is finally condensed with 2,6-diisopropylphenyl sulfamate (VII) by means of triethylamine in hot toluene to obtain Avasimibe. 2) The sulfamate (VII) can be obtained by condensation of 2,6-diisopropylphenol (VIII) with chlorosulfonyl isocyanate (IX) in refluxing toluene to give the isocyanate (X), which is hydrolyzed with water to the sulfamate (VII). compound is condensed with the previously described isocyanate (X) in refluxing THF to obtain Avasimibe. 3) Avasimibe can also be obtained by condensation of isocyanate (X) with Grignard reagent (XIII).

参考文献中间体

合成目标

【1】 Sorbera, L.A.; Rabasseda, X.; Castañer, J.; Avasimibe . Drugs Fut 1999, 24, 1, 9.
【2】 Lee, H.T.; Picad, J.A.; Sliskovic, D.R.; Wierenga, W. (Pfizer Inc.); N-Acyl sulfamic acid esters (or thioesters), N-acyl sulfonamides, and N-sulfonyl carbamic acid esters (or thioesters) as hypercholesterolemic agents. EP 0698010; JP 1996510256; US 5491172; WO 9426702 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(V)	20240	2-(2,4,6-triisopropylphenyl)acetic acid		C₁₇H₂₆O₂	详情	详情
(VI)	20247	2-(2,4,6-triisopropylphenyl)acetyl chloride		C₁₇H₂₅ClO	详情	详情
(VII)	20248	2,6-diisopropylphenylsulfamate		C₁₂H₁₉NO₃S	详情	详情
(VIII)	20249	2,6-Diisopropylphenol	2078-54-8	C₁₂H₁₈O	详情	详情
(IX)	14101	Chlorosulfonyl isocyanate	1189-71-5	CClNO₃S	详情	详情
(X)	20251	2-[(isocyanatosulfonyl)oxy]-1,3-diisopropylbenzene		C₁₃H₁₇NO₄S	详情	详情
(XIII)	20243	bromo(2,4,6-triisopropylbenzyl)magnesium		C₁₆H₂₅BrMg	详情	详情

Extended Information