BNC-105p free acid

Base Information

• Chemical Name: BNC-105p free acid
• CAS No.: 945772-45-2
• Molecular Formula: C₂₀H₂₁O₁₀P
• Molecular Weight: 452.354
• UNII: TO9V2XZF53
• ChEMBL ID: CHEMBL1852492
• DSSTox Substance ID: DTXSID00241537
• Wikidata: Q27290062
• Mol file: 945772-45-2.mol

Synonyms:BNC-105p free acid;BNC105p free acid;945772-45-2;TO9V2XZF53;[6-Methoxy-2-methyl-7-(phosphonooxy)-3-benzofuranyl](3,4,5-trimethoxyphenyl)methanone;6-Methoxy-2-methyl-3-(3,4,5-trimethoxybenzoyl)benzofuran-7-yl dihydrogen phosphate;UNII-TO9V2XZF53;BNC105 [WHO-DD];SCHEMBL1458448;CHEMBL1852492;DTXSID00241537;DB06313;Q27290062

Chemical Property of BNC-105p free acid

Chemical Property:

• XLogP3: 2.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 8
• Exact Mass: 452.08723386
• Heavy Atom Count: 31
• Complexity: 654

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C2=C(O1)C(=C(C=C2)OC)OP(=O)(O)O)C(=O)C3=CC(=C(C(=C3)OC)OC)OC

Technology Process of BNC-105p free acid

There total 7 articles about BNC-105p free acid 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: 87.0%

2-methyl-7-hydroxy-6-methoxy-3-(3,4,5-trimethoxybenzoyl)benzo[b]furan (945771-74-4) → C20H21O10P (945772-45-2)

Guidance literature:

2-methyl-7-hydroxy-6-methoxy-3-(3,4,5-trimethoxybenzoyl)benzo[b]furan; With triethylamine; trichlorophosphate; In dichloromethane; at -5 - 0 ℃; for 0.25h;

With sodium hydroxide; water; In acetonitrile; pH=~ 10;

With hydrogenchloride; In water; acetonitrile; pH=~ 1;

Reference yield:

5-iodo-1,2,3-trimethoxybenzene (25245-29-8) → C20H21O10P (945772-45-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 16 °C / Inert atmosphere; Industry scale; Reflux

1.2: 39 h / 30 °C / 51.72 - 206.87 Torr / Inert atmosphere; Industry scale

1.3: 0.5 h / 30 °C / Inert atmosphere; Industry scale

2.1: boron trichloride / dichloromethane / 2.2 - 22.9 °C / Inert atmosphere; Industry scale

2.2: 0.8 h / 3.8 - 19.9 °C / Industry scale

3.1: triethylamine; chlorophosphonic acid / dichloromethane / -15 - -5 °C / Inert atmosphere; Industry scale

With bis-triphenylphosphine-palladium(II) chloride; boron trichloride; chlorophosphonic acid; triethylamine; In tetrahydrofuran; dichloromethane;

Reference yield:

3-methoxy-2-hydroxybenzaldehyde (148-53-8) → C20H21O10P (945772-45-2)

Guidance literature:

Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 20 - 110 °C / Industry scale; Inert atmosphere

2.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C / Industry scale

2.2: 2 h / 20 °C / Industry scale

3.1: iodine; copper(II) acetate monohydrate; acetic acid / 22 h / 55 °C / Industry scale

4.1: bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 16 °C / Inert atmosphere; Industry scale; Reflux

4.2: 39 h / 30 °C / 51.72 - 206.87 Torr / Inert atmosphere; Industry scale

4.3: 0.5 h / 30 °C / Inert atmosphere; Industry scale

5.1: boron trichloride / dichloromethane / 2.2 - 22.9 °C / Inert atmosphere; Industry scale

5.2: 0.8 h / 3.8 - 19.9 °C / Industry scale

6.1: triethylamine; chlorophosphonic acid / dichloromethane / -15 - -5 °C / Inert atmosphere; Industry scale

With bis-triphenylphosphine-palladium(II) chloride; iodine; copper(II) acetate monohydrate; boron trichloride; potassium carbonate; acetic acid; chlorophosphonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 2.1: Baeyer-Villiger Oxidation;

upstream raw materials:

2-methyl-7-hydroxy-6-methoxy-3-(3,4,5-trimethoxybenzoyl)benzo[b]furan

5-iodo-1,2,3-trimethoxybenzene

3-methoxy-2-hydroxybenzaldehyde

2-isopropoxy-3-methoxy-benzaldehyde