Generated: April 23, 2017
|Title:||Preparation of bile acids and intermediates thereof|
|Abstract:||Synthetic methods for preparing deoxycholic acid and intermediates thereof are provided.|
|Inventor(s):||Prasad; Achampeta Rathan (Hyderabad, IN), Swaringen, Jr.; Roy A. (Durham, NC), Reid; John Gregory (Groton, MA), Moriarty; Robert M. (Michiana Shores, IN), Sahoo; Akhila Kumar (Hyderabad, IN)|
|Assignee:||KYTHERA BIOPHARMACEUTICALS, INC. (Westlake Village, CA)|
|Filing Date:||Dec 28, 2012|
|Claims:||1. A method of preparing a compound of formula 1.7: ##STR00029## comprising reacting a compound of formula 1.6: ##STR00030## with an alkylpropiolate HC.ident.CC(O)OR or an alkyl acrylate CH.sub.2.dbd.CHC(O)OR wherein R is alkyl in the presence of a Lewis acid to form a compound of formula 1.7 wherein P is a protecting group, R is a alkyl, and the dashed line ---- is a single or double bond, to provide the compound of formula 1.7. |
2. The method of claim 1 wherein the Lewis acid is EtCl.sub.2.
3. The method of claim 1 wherein the alkylpropiolate or alkylacrylate is methylpropriolate or methylacrylate.
4. A method of preparing a compound of formula 2.1: ##STR00031## comprising reacting a compound of formula 2.0 ##STR00032## with a reducing agent to form a compound of formula 2.1 wherein P is a protecting group and R is alkyl, to provide a compound of formula 2.1.
5. The method of claim 4 wherein the reducing agent is LiAl(OtBu).sub.3H.
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