125988-01-4

Basic information

• Product Name: (5R)-6-Cyano-5-hydroxy-3-oxo-hexanoic Acid tert-Butyl Ester
• Synonyms: (5R)-6-Cyano-5-hydroxy-3-oxo-hexanoic Acid tert-Butyl Ester;tert-Butyl (R)-6-Cyano-5-hydroxy-3-oxohexanoate;(5R)-6-Cyano-5-hydroxy-3-oxo-hexanoic Acid 1,1-DiMethylethyl Ester;R-tert-Butyl 6-Cyano-5-hydroxy-3-oxohexanoate;Ats-6;(3S)-3-{[(tert-butoxy)carbonyl]aMino}hex-5-enoic acid;Hexanoic acid, 6-cyano-5-hydroxy-3-oxo-, 1,1-diMethylethyl ester, (5R)-;(5R)-6-Cyano-5-hydroxy-3-oxo-hexanoicd-Tert-Butyl Ester
• CAS NO: 125988-01-4
• Molecular Formula: C₁₁H₁₇NO₄
• Molecular Weight: 227.25698
• Product Categories: Aliphatics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 125988-01-4.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 393.204 °C at 760 mmHg
• Flash Point: 191.603 °C
• Appearance: /
• Density: 1.125 g/cm³
• Storage Temp.: 2-8°C
• Solubility: Chloroform, Ethyl Acetate, Methanol
• PKA: 10.31±0.46(Predicted)
• CAS DataBase Reference: (5R)-6-Cyano-5-hydroxy-3-oxo-hexanoic Acid tert-Butyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: (5R)-6-Cyano-5-hydroxy-3-oxo-hexanoic Acid tert-Butyl Ester(125988-01-4)
• EPA Substance Registry System: (5R)-6-Cyano-5-hydroxy-3-oxo-hexanoic Acid tert-Butyl Ester(125988-01-4)

Safety Data

• Hazardous Substances Data: 125988-01-4(Hazardous Substances Data)

Usage

Chemical Properties

Yellow Oil

Uses

Intermediate in the preparation of Atorvastatin 10-Trans (Atorvastatin Impurity AT10)

Upstream product

• 150942-98-6 t-butyl lithioacetate 
• 141942-85-0 (R)-ethyl 4-cyano-3-hydroxybutyrate 
• 141942-84-9 (R)-methyl (3-hydroxy-4-cyano)-butanoate 
• 141942-86-1 n-butyl (R)-(-)-4-cyano-3-hydroxybutyrate 
• 125971-92-8 (R)-1,1-dimethylethyl 6-cyano-5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-3oxohexanoate 
• 104197-11-7 magnesium salt of tert-butyl hydrogen malonate 
• 105876-27-5 (R)-4-cyano-3-hydroxybutanoic acid methyl ester 
• 141942-82-7 (R)-(-)-ethyl 4-cyano-3-(tert-butyldimethylsilyloxy)butyrate 
• 141942-83-8 (R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-cyano-butyric acid butyl ester 
• 477541-55-2 (R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-imidazol-1-yl-5-oxo-pentanenitrile 
• 540-88-5 acetic acid tert-butyl ester 
• 143-33-9 sodium cyanide 
• 404958-08-3 tert-butyl (R)-6-chloro-5-hydroxy-3-oxohexanoate 

Downstream Products

• 247592-53-6 1,1-dimethylethyl 6-cyanomethyl-2,2-dimethyl-1,3-dioxane-4-acetate 
• 186508-94-1 (3S,5R)-tert-butyl 6-cyano-3,5-dihydroxyhexanoate 
• 125971-93-9 (3R,5R)-tert-butyl-6-cyano-3,5-dihydroxyhexanoate 
• 125971-94-0 2-((4R, 6R)-6-cyanomethyl-2,2-dimethyl-1,3-dioxan-4-yl)acetic acid tert-butyl ester 

Relevant articles and documents

FUSED TRICYCLIC KRAS INHIBITORS

Disclosed are compounds of Formula (I), methods of using the compounds for inhibiting KRAS activity and pharmaceutical compositions comprising such compounds. The compounds are useful in treating, preventing or ameliorating diseases or disorders associated with KRAS activity such as cancer.

PROCESS FOR CROSSED CLAISEN CONDENSATION REACTIONS PROMOTED BY LITHIUM AMIDE IN LIQUID AMMONIA

The present invention provides a use of lithium amide in liquid ammonia as a base to produce an enolate from at least one ester starting material in a crossed Claisen condensation reaction, wherein at least one ester starting material is a β-hydroxy ester. Also provided is a method of producing lithium amide in situ for use in a crossed Claisen condensation reaction, wherein lithium is added to liquid ammonia, followed by an electron transfer agent, as well as a method of carrying out a crossed Claisen condensation reaction using an ester starting material and a β-hydroxy ester, using lithium amide in liquid ammonia produced in situ.

CONTINUOUS PROCESS FOR THE PRODUCTION OF BETA-KETO ESTERS BY CLAISEN CONDENSATION

The invention concerns a continuous process for the production of compounds having the general formula (6) comprising providing to a reaction zone a continuous stream of an alkyl acetate and a continuous stream of an alkali metal or alkaline earth metal amide base and contacting the continuous streams together in the reaction zone to yield an enolate compound, providing to the or a separate reaction zone a continuous stream of a compound of formula (5) and contacting the continuous stream of compound (5) with a continuous stream of the enolate in the or the separate reaction zone at a temperature above 20°C to yield an intermediate compound and treating the intermediate compound of formula (1) with an acid to yield the compound of formula (6).