PD-L1 inhibitor 1

Base Information

• Chemical Name: PD-L1 inhibitor 1
• CAS No.: 1675203-84-5
• Molecular Formula: C25H29N3O3
• Molecular Weight: 419.52
• Mol file: 1675203-84-5.mol

Synonyms:PD-L1 inhibitor 1;PD1-PDL1 inhibitor 2;N-[2-[[[2-Methoxy-6-[(2-methyl[1,1'-biphenyl]-3-yl)methoxy]-3-pyridinyl]methyl]amino]ethyl]acetamide;BMS-202

Chemical Property of PD-L1 inhibitor 1

Chemical Property:

• Boiling Point: 611.4±55.0 °C(Predicted)
• PKA: 16.06±0.46(Predicted)
• PSA: 72.48000
• Density: 1.133±0.06 g/cm3(Predicted)
• LogP: 4.65210
• Storage Temp.: -20°C
• Solubility.: Soluble in DMSO (up to at least 25 mg/ml) or in Ethanol (up to at least 25 mg/ml)

Purity/Quality:

98% ^*data from raw suppliers

BMS-202 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: The programmed death-1/programmed death-ligand 1 (PD-1/PD-L1) interaction plays a dominant role in the suppression of T cell responses, especially in a tumor microenvironment, protecting tumor cells from lysis. PD-1/PD-L1 inhibitor 2 is reported to prevent the interaction of PD-L1 with PD-1 with an IC50 value of 18 nM.
• Uses: BMS-202 is a Novel inhibitor of the PD-1/PD-L1 interaction by inducing PD-L1 dimerization through PD-1 interacting surface.

Technology Process of PD-L1 inhibitor 1

There total 5 articles about PD-L1 inhibitor 1 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: 65.0%

monoacetylaminoethylamine (1001-53-2) + 2-methoxy-6-[(2-methyl-3-phenyl-phenyl)methoxy]pyridine-3-carbaldehyde → N-(2-(((2-methoxy-6-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)pyridin-3-yl)methyl)amino)ethyl)acetamide (1675203-84-5)

Guidance literature:

monoacetylaminoethylamine; 2-methoxy-6-[(2-methyl-3-phenyl-phenyl)methoxy]pyridine-3-carbaldehyde; With acetic acid; In dichloromethane; at 20 ℃; for 3h;

With sodium tris(acetoxy)borohydride; In dichloromethane; at 20 ℃; for 15h;

DOI:10.1021/acs.jmedchem.9b00795

Reference yield:

phenylboronic acid (98-80-6) → N-(2-(((2-methoxy-6-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)pyridin-3-yl)methyl)amino)ethyl)acetamide (1675203-84-5)

Guidance literature:

Multi-step reaction with 3 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate / toluene; ethanol / 0.5 h / 80 °C / Inert atmosphere

2: caesium carbonate; palladium diacetate; tert-butyl XPhos / toluene / 80 °C / Inert atmosphere

3: sodium cyanoborohydride / N,N-dimethyl-formamide; acetic acid / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; sodium cyanoborohydride; sodium hydrogencarbonate; caesium carbonate; tert-butyl XPhos; In ethanol; acetic acid; N,N-dimethyl-formamide; toluene;

Reference yield:

3-bromo-2-methylbenzyl alcohol (83647-43-2) → N-(2-(((2-methoxy-6-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)pyridin-3-yl)methyl)amino)ethyl)acetamide (1675203-84-5)

Guidance literature:

Multi-step reaction with 3 steps

1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydrogencarbonate / toluene; ethanol / 0.5 h / 80 °C / Inert atmosphere

2: caesium carbonate; palladium diacetate; tert-butyl XPhos / toluene / 80 °C / Inert atmosphere

3: sodium cyanoborohydride / N,N-dimethyl-formamide; acetic acid / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; sodium cyanoborohydride; sodium hydrogencarbonate; caesium carbonate; tert-butyl XPhos; In ethanol; acetic acid; N,N-dimethyl-formamide; toluene;

upstream raw materials:

phenylboronic acid

3-bromo-2-methylbenzyl alcohol

(2-methyl-[1,1′-biphenyl]-3-yl)methanol

monoacetylaminoethylamine

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