Invention Grant
US09227948B2 Process for the preparation of 2-substituted-2-(6-(substituted)-7-methylbenzo[D][1,3]dioxol-4-yl)acetic acid derivatives
有权
制备2-取代-2-(6-(取代的)-7-甲基苯并[D] [1,3]间二氧杂环戊烯-4-基)乙酸衍生物的方法
- Patent Title: Process for the preparation of 2-substituted-2-(6-(substituted)-7-methylbenzo[D][1,3]dioxol-4-yl)acetic acid derivatives
- Patent Title (中): 制备2-取代-2-(6-(取代的)-7-甲基苯并[D] [1,3]间二氧杂环戊烯-4-基)乙酸衍生物的方法
-
Application No.: US14408534Application Date: 2013-06-19
-
Publication No.: US09227948B2Publication Date: 2016-01-05
- Inventor: Pulla Reddy Muddasani , Manikumar Chintalapudi , Venkaiah Chowdary Nannapaneni
- Applicant: Natco Pharma Limited
- Applicant Address: IN Banjara Hills, Hyderabad
- Assignee: Natco Pharma Limited
- Current Assignee: Natco Pharma Limited
- Current Assignee Address: IN Banjara Hills, Hyderabad
- Agency: Kilpatrick Townsend & Stockton LLP
- Priority: IN2429/CHE/2012 20120619
- International Application: PCT/IN2013/000381 WO 20130619
- International Announcement: WO2013/190571 WO 20131227
- Main IPC: C07D309/12
- IPC: C07D309/12 ; C07D317/64 ; C07F7/18 ; C07C43/23 ; C07C59/64 ; C07C69/734
![Process for the preparation of 2-substituted-2-(6-(substituted)-7-methylbenzo[D][1,3]dioxol-4-yl)acetic acid derivatives](/abs-image/US/2016/01/05/US09227948B2/abs.jpg.150x150.jpg)
Abstract:
Present invention relates to an improved and commercial process for the preparation of 2-sustituted-2-(6-(substituted)-7-methylbenzo[d][1,3]dioxol-4-yl)acetic acid derivatives of formula-I the above Formula I, XII, XIII, XV, wherein R1 is a O-protecting group such as methoxymethyl, ethoxymethyl, trialkylsilyl, arylmethyl, tetrahydropyran-2-yl, allyl; X is hydroxyl, halogen, mesylate, triflate, tosylate, acetate; Y is oxygen atom, NH or sulfur atom; R2 is C1-C6 alkyl. 2,4-Dihydroxy-3-methylbenzaldehyde is selectively protected at C-4 position in the form of an ether compound of formula-XII, oxidized the aldehyde function to get the diol of formula-XIII, and condensed with ethyl glyoxalate under Casiraghi reaction conditions to get the compound of formula-XV. Compound of formula-XV is converted to compound of formula-I by conventional chemistry. Compounds of formula-I are key intermediates in the synthesis of ecteinascidines like trabectedin.
Public/Granted literature
Information query