BMS-986020

Base Information

• Chemical Name: BMS-986020
• CAS No.: 1257213-50-5
• Molecular Formula: C29H26N2O5
• Molecular Weight: 482.536
• Mol file: 1257213-50-5.mol

Synonyms:BMS-986020

Chemical Property of BMS-986020

Chemical Property:

• Boiling Point: 664.8±55.0 °C(Predicted)
• PKA: 4.19±0.20(Predicted)
• PSA: 101.66000
• Density: 1.309±0.06 g/cm3(Predicted)
• LogP: 6.81590
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)

Purity/Quality:

99%+, ^*data from raw suppliers

BMS-?986020 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: BMS 986020 is a potent G protein-coupled lysophosphatidic acid receptor 1 (LPA1) antagonist with an IC50 value less than 300 nM for human LPA1 expressing CHO cells. Formulations containing BMS 986020 are being investigated in clinical trials for efficacy in idiopathic pulmonary fibrosis.
• Uses: BMS-?986020 is an LPA-1 antagonist which may be used in the inhibition and treatment of bleomycin-induced pulminary fibrosis.

Technology Process of BMS-986020

There total 26 articles about BMS-986020 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

1-(4-bromophenyl)cyclopropanecarboxylic acid (345965-52-8) + (R)-1-phenylethyl (5-(4-bromophenyl)-3-methylisoxazol-4-yl)carbamate (1228690-37-6) → (R)-1-(4'-(3-methyl-4-(((1-phenylethoxy)carbonyl)amino)isoxazol-5-yl)-[1,1'-biphenyl]-4-yl)cyclopropane-1-carboxylic acid (1257213-50-5)

Guidance literature:

1-(4-bromophenyl)cyclopropanecarboxylic acid; With tetrahydroxydiboron; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); N-ethyl-N,N-diisopropylamine; In 2-methyltetrahydrofuran; methanol; at 50 ℃; for 11h; Large scale;

(R)-1-phenylethyl (5-(4-bromophenyl)-3-methylisoxazol-4-yl)carbamate; With potassium phosphate; bis(di-tert-?butyl(4-?dimethylaminophenyl)?phosphine)?dichloropalladium(II); water; In 2-methyltetrahydrofuran; methanol; at 50 ℃; for 6h; Large scale;

DOI:10.1021/acs.oprd.7b00301

Reference yield:

[4-(1'-carboxycyclopropyl)phenyl]boronic acid (1159489-46-9) + (R)-1-phenylethyl (5-(4-bromophenyl)-3-methylisoxazol-4-yl)carbamate (1228690-37-6) → (R)-1-(4'-(3-methyl-4-(((1-phenylethoxy)carbonyl)amino)isoxazol-5-yl)-[1,1'-biphenyl]-4-yl)cyclopropane-1-carboxylic acid (1257213-50-5)

Guidance literature:

With sodium carbonate; bis-triphenylphosphine-palladium(II) chloride; In 1,2-dimethoxyethane; water; at 80 ℃; for 2h; Inert atmosphere; Sealed tube;

Reference yield:

1-{4'-[3-methyl-4-((R)-1-phenyl-ethoxycarbonylamino)-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester (1380650-63-4) → (R)-1-(4'-(3-methyl-4-(((1-phenylethoxy)carbonyl)amino)isoxazol-5-yl)-[1,1'-biphenyl]-4-yl)cyclopropane-1-carboxylic acid (1257213-50-5)

Guidance literature:

1-{4'-[3-methyl-4-((R)-1-phenyl-ethoxycarbonylamino)-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester; With water; lithium hydroxide; In methanol; at 65 ℃; for 2h;

With hydrogenchloride; In methanol; dichloromethane; water;

upstream raw materials:

[4-(1'-carboxycyclopropyl)phenyl]boronic acid

(R)-1-phenylethyl (5-(4-bromophenyl)-3-methylisoxazol-4-yl)carbamate

1-{4'-[3-methyl-4-((R)-1-phenyl-ethoxycarbonylamino)-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid ethyl ester

1-{4'-[3-methyl-4-((R)-1-phenyl-ethoxycarbonylamino)-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid isopropyl ester

Downstream raw materials:

{5-[4'-(1-methanesulfonylaminocarbonyl-cyclopropyl)-biphenyl-4-yl]-3-methyl-isoxazol-4-yl}-carbamic acid (R)-1-phenyl-ethyl ester

1-{4'-[3-methyl-4-((R)-1-phenyl-ethoxycarbonylamino)-isoxazol-5-yl]-biphenyl-4-yl}-cyclopropanecarboxylic acid sodium salt

Refernces

• 1、 -. "LYSOPHOSPHATIDIC ACID RECEPTOR ANTAGONISTS". Paragraph 0564. . Retrieved 2013/03/26.
• 2、 -. "POLYCYCLIC ANTAGONISTS OF LYSOPHOSPHATIDIC ACID RECEPTORS". Page/Page column 42-43. . Retrieved 2010/12/29.