4-FORMYL-2-METHOXYPHENYLBORONIC ACID

Base Information

• Chemical Name: 4-FORMYL-2-METHOXYPHENYLBORONIC ACID
• CAS No.: 1028479-47-1
• Molecular Formula: C₈H₉BO₄
• Molecular Weight: 179.968
• Hs Code.: 2931900090
• Mol file: 1028479-47-1.mol

Synonyms:(4-formyl-2-methoxyphenyl) boronic acid

Chemical Property of 4-FORMYL-2-METHOXYPHENYLBORONIC ACID

Chemical Property:

• Melting Point: 152-155 °C
• Boiling Point: 400.7±55.0 °C(Predicted)
• PKA: 7.37±0.58(Predicted)
• Density: 1.25±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

4-Formyl-2-methoxyphenylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 4-Formyl-2-methoxyphenylboronic Acid is used as a reactant in the identification of GDC-0810, an orally bioavailable selective estrogen receptor degrader that demonstrates activity in tamoxifen-resistant breast cancer xenografts.

Technology Process of 4-FORMYL-2-METHOXYPHENYLBORONIC ACID

There total 4 articles about 4-FORMYL-2-METHOXYPHENYLBORONIC 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: 67.0%

1,4-dibromo-2-methoxybenzene (95970-08-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → (4-formyl-2-methoxyphenyl) boronic acid (1028479-47-1)

Guidance literature:

1,4-dibromo-2-methoxybenzene; With n-butyllithium; In diethyl ether; hexane; at -80 ℃; for 0.5h; Inert atmosphere;

With Triisopropyl borate; In tetrahydrofuran; diethyl ether; hexane; at -70 ℃; for 0.5h; Inert atmosphere;

N,N-dimethyl-formamide; Further stages;

DOI:10.1002/ejoc.200800245

Reference yield: 55.0%

2-(4-iodo-3-methoxyphenyl)-1,3-dioxane (1262422-38-7) → (4-formyl-2-methoxyphenyl) boronic acid (1028479-47-1)

Guidance literature:

2-(4-iodo-3-methoxyphenyl)-1,3-dioxane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

With Trimethyl borate; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h;

With hydrogenchloride; water; In tetrahydrofuran; hexane; at 20 ℃; for 0.5h;

DOI:10.1002/ejoc.201001023

Reference yield:

(4-iodo-3-methoxyphenyl)methanol → (4-formyl-2-methoxyphenyl) boronic acid (1028479-47-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: PCC on Al₂O₃ / dichloromethane / 16 h / 20 °C

2.1: tetra-N-butylammonium tribromide; orthoformic acid triethyl ester / 12 h / 65 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: 2 h / -78 - 20 °C

3.3: 0.5 h / 20 °C

With n-butyllithium; tetra-N-butylammonium tribromide; orthoformic acid triethyl ester; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1002/ejoc.201001023

upstream raw materials:

1,4-dibromo-2-methoxybenzene

N,N-dimethyl-formamide

2-(4-iodo-3-methoxyphenyl)-1,3-dioxane

4-iodo-3-methoxybenzaldehyde

Downstream raw materials:

vanillin

(S)-2-((6-(4-(hydroxymethyl)-2-methoxyphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl)amino)-2-phenylethan-1-ol

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