2-[(1S,2R)-1-(fluoromethyl)-2-hydroxy-2-[4-(methylsulfonyl)phenyl]ethyl]-1H-isoindole-1,3(2H)-dione -Drug Synthesis Database

【结构式】

【分子编号】36411

【品名】2-[(1S,2R)-1-(fluoromethyl)-2-hydroxy-2-[4-(methylsulfonyl)phenyl]ethyl]-1H-isoindole-1,3(2H)-dione

【CA登记号】

【分子式】C₁₈H₁₆FNO₅S

【分子量】377.3931832

【元素组成】C 57.29% H 4.27% F 5.03% N 3.71% O 21.2% S 8.5%

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：(III)

The D-(threo)-1-p-substituted-phenyl-2-dichloroacetamido-3-fluoro-1-propanol derivatives were prepared according to the following reaction sequence: The amino group of (I) was protected with phthalicanhydride (II), followed by substitution of the primary hydroxy group with diethylamine - sulfur-trifluoride to (III), deprotection with hydrazine to the amine (IV) and acetylation with methyldichloro-acetate (B) to the target compounds.

参考文献中间体

合成目标

【1】 Kwung-ping Fu; SCH-24893 and SCH-25298. Drugs Fut 1982, 7, 3, 172.
【2】 Nagabhushan, T.L.; et al.; EP 0800820 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(A)	11900	2-Benzofuran-1,3-dione;1,2-Benzenedicarboxylic Anhydride;1,2-BENZENE DICARBOXYLIC ACID ANHYDRIDE;1,2-BENZENEDICARBONIC ACID, ANHYDRIDE;1,3-DIOXOPHTHALAN;1,3-ISOBENZOFURANDIONE;o-phthalic anhydride; Phthalic anhydride	85-44-9	C₈H₄O₃	详情	详情
(B)	36413	methyl 2,2-dichloroacetate	116-54-1	C₃H₄Cl₂O₂	详情	详情
(I)	36409	(1R,2R)-2-amino-1-[4-(methylsulfonyl)phenyl]-1,3-propanediol	51458-28-7	C₁₀H₁₅NO₄S	详情	详情
(II)	36410	2-[(1R,2R)-2-hydroxy-1-(hydroxymethyl)-2-[4-(methylsulfonyl)phenyl]ethyl]-1H-isoindole-1,3(2H)-dione		C₁₈H₁₇NO₆S	详情	详情
(III)	36411	2-[(1S,2R)-1-(fluoromethyl)-2-hydroxy-2-[4-(methylsulfonyl)phenyl]ethyl]-1H-isoindole-1,3(2H)-dione		C₁₈H₁₆FNO₅S	详情	详情
(IV)	36412	(1R,2S)-2-amino-3-fluoro-1-[4-(methylsulfonyl)phenyl]-1-propanol		C₁₀H₁₄FNO₃S	详情	详情

Extended Information