145603-86-7

Basic information

• Product Name: (+)-<<2'(S)-<<4(R)-3-(hydroxyphenyl)-3(R),4-dimethyl-1-piperidinyl>methyl>-1-oxo-3-phenylpropyl>amino>acetic acid 2-methylpropyl ester
• Synonyms: (+)-<<2'(S)-<<4(R)-3-(hydroxyphenyl)-3(R),4-dimethyl-1-piperidinyl>methyl>-1-oxo-3-phenylpropyl>amino>acetic acid 2-methylpropyl ester
• CAS NO: 145603-86-7
• Molecular Weight: 480.648
• Mol File: 145603-86-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (+)-<<2'(S)-<<4(R)-3-(hydroxyphenyl)-3(R),4-dimethyl-1-piperidinyl>methyl>-1-oxo-3-phenylpropyl>amino>acetic acid 2-methylpropyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-<<2'(S)-<<4(R)-3-(hydroxyphenyl)-3(R),4-dimethyl-1-piperidinyl>methyl>-1-oxo-3-phenylpropyl>amino>acetic acid 2-methylpropyl ester(145603-86-7)
• EPA Substance Registry System: (+)-<<2'(S)-<<4(R)-3-(hydroxyphenyl)-3(R),4-dimethyl-1-piperidinyl>methyl>-1-oxo-3-phenylpropyl>amino>acetic acid 2-methylpropyl ester(145603-86-7)

Safety Data

• Hazardous Substances Data: 145603-86-7(Hazardous Substances Data)

Upstream product

• 149541-62-8 C₁₉H₂₉NO₄ 
• 149541-62-8 cis-(-)-carbonic acid ethyl 1,3-dimethyl-4-[3-(l-methylethoxy)phenyl]-4-piperidinyl ester 
• 145340-44-9 1,3-dimethyl-4-[3-(propan-2-yloxy)phenyl]-4-piperidinol 
• 156130-41-5 ADL 08-0011 
• 170098-29-0 methyl (αS,3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethyl-α-(phenylmethyl)-1-piperidinepropanoate 
• 4629-80-5 1,3-dimethyl-4-piperidinone 
• 170098-39-2 methyl (3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinepropanoate 
• 145678-86-0 (3R,4R)-3,4-dimethyl-4-<3-(1-methylethoxy)phenyl>piperidinecarboxylic acid phenyl ester 
• 131738-73-3 3-(isopropyloxy)phenylbromide 
• 1184775-81-2 C₁₇H₂₇NO*C₂₀H₁₈O₈ 
• 143919-34-0 (3R,5R)-1,3,4-trimethyl-4-<3-(1-methylethoxy)phenyl>piperidine 
• 143919-32-8 (R)-1,2,3,4-tetrahydro-1,3-dimethyl-4-<3-(1-methylethoxy)phenyl>pyridine 
• 119193-19-0 3-[(3R,4R)-3,4-dimethylpiperidin-4-yl]phenol 

Downstream Products

• 156053-89-3 Entereg 

Relevant articles and documents

Discovery of a Potent, Peripherally Selective trans-3,4-Dimethyl-4-(3-hydroxyphenyl)piperidine Opioid Antagonist for the Treatment of Gastrointestinal Motility Disorders

Structure-activity relationship studies were pursued within N-substituted trans-3,4-dimethyl-4-(3-hydroxyphenyl)piperidines in an effort to discover a peripherally selective opioid antagonist with high activity following systemic administration.Altering the size and the polarity of the N-substituent led to the discovery of 3 (LY246736).Compound 3 has high affinity for opioid receptors (Ki = 0.77, 40, and 4.4 nM for μ, κ, and δ receptors, respectively).It is a potent μ receptor antagonist following parenteral and oral administration and distributes selectively (>200-fold selectivity) to peripheral receptors.Thus, 3 has properties suitable for the clinical investigation of μ opioid receptor involvement in GI motility disorders.

Method for preparing Alvimopan intermediate

The invention discloses a method for preparing an Alvimopan intermediate shown as a formula VI. The method comprises the following steps: under temperature condition of 30-160 DEG C, in an organic solvent, a compound shown as a formula III is subjected to a racemization reaction shown as follows; wherein R is hydrogen OR C1-6 alkyl. The invention also discloses a method for preparing the compound shown as the formula III, which comprises the followings steps: in the solvent, under condition that a pH value is 7-14, a compound shown as a formula II is subjected to a neutralization reaction shown as follows; wherein, Z is chlorine, bromine, acid radical of succinic acid or acid radical of (+)-dibenzoyltartaric acid. The preparation method has the advantages of simple operation, mild reaction condition, little three wastes, environmental protection, high raw material utilization rate, and high yield, and is benefit for industrial production.