TAK875

Base Information

• Chemical Name: TAK875
• CAS No.: 1000413-72-8
• Molecular Formula: C29H32O7S
• Molecular Weight: 524.63
• Mol file: 1000413-72-8.mol

Synonyms:TAK875;3-Benzofuranacetic acid, 6-[[2',6'-diMethyl-4'-[3-(Methylsulfonyl)propoxy][1,1'-biphenyl]-3-yl]Methoxy]-2,3-dihydro-, (3S)-

Chemical Property of TAK875

Chemical Property:

• Boiling Point: 739.1±60.0 °C(Predicted)
• PKA: 4.36±0.10(Predicted)
• PSA: 107.51000
• Density: 1.252
• LogP: 6.39440
• Storage Temp.: Refrigerator
• Solubility.: Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98.0%Min ^*data from raw suppliers

TAK-875 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: The free fatty acid receptor 1 (FFAR1; GPR40) is highly expressed in pancreatic β-cells and activated by medium and long-chain fatty acids. There is evidence of a link between FFAR1 (GPR40) and the ability of fatty acids to amplify glucose-stimulated insulin secretion, making this signaling pathway a potential target for regulating diabetes, obesity, and other metabolic disorders. TAK-875 is a selective FFAR1 (GPR40) agonist (EC50 = 26 nM) that does not exhibit activity on the related FFARs FFAR2 (GPR43) or FFAR3 (GPR41).
• Uses: TAK-876 is a selective G protein-coupled receptor 40 (GPR40) agonist. TAK-876 is a novel oral medication that has been developed to improve the secretion of insulin in a glucose-dependent manner, whic h has the potential to improve the control of blood sugar levels without the risk of hypoglycemia. TAK-876 is a selective G protein-coupled receptor 40 (GPR40) agonist (1,2). TAK-876 is a novel oral medication that has been developed to improve the secretion of insulin in a glucose-dependent manner, which has the potential to improve the control of blood sugar levels with a low risk of hypoglycemia.

Technology Process of TAK875

There total 63 articles about TAK875 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: 89.0%

C29H31NO5S → [(3S)-6-({2',6'-dimethyl-4'-[3-(methylsulfonyl)propoxy]biphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetic acid (1000413-72-8)

Guidance literature:

With water; potassium hydroxide; In propan-1-ol; at 60 ℃; for 6h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 88.0%

methyl [(3S)-6-({2',6'-dimethyl-4'-[3-(methylsulfonyl)propoxy]biphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetate → [(3S)-6-({2',6'-dimethyl-4'-[3-(methylsulfonyl)propoxy]biphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetic acid (1000413-72-8)

Guidance literature:

methyl [(3S)-6-({2',6'-dimethyl-4'-[3-(methylsulfonyl)propoxy]biphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetate; With methanol; sodium hydroxide; water; In tetrahydrofuran; at 50 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; methanol; water;

Reference yield:

[6-({2',6'-dimethyl-4'-[3-(methylsulfonyl)propoxy]biphenyl-3-yl}methoxy)-1-benzofuran-3-yl]acetic acid (1394138-50-1) → [(3S)-6-({2',6'-dimethyl-4'-[3-(methylsulfonyl)propoxy]biphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetic acid (1000413-72-8) + [(3R)-6-({2',6'-dimethyl-4'-[3-(methylsulfonyl)propoxy]biphenyl-3-yl}methoxy)-2,3-dihydro-1-benzofuran-3-yl]acetic acid (1234474-57-7,1000413-72-8)

Guidance literature:

With hydrogen; triethylamine; [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂; (R)-1-[(S)-2-[bis(4-methoxy-3,5-dimethylphenyl)phosphino]ferrocenyl]ethyldi-tert-butylphosphine; In tetrahydrofuran; methanol; at 50 ℃; for 24h; under 7500.75 Torr; Product distribution / selectivity; Autoclave;

upstream raw materials:

4-chloromethyl-7-hydroxycoumarin

recorcinol

[3-(hydroxymethyl)phenyl]boronic acid

(6-hydroxy-benzofuran-3-yl)-acetic acid methyl ester

Refernces

• 1、 -. "PRODUCTION METHOD OF OPTICALLY ACTIVE DIHYDROBENZOFURAN DERIVATIVE". Page/Page column 173-174. . Retrieved 2012/09/10.