(R)-1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutylboronic acid

Base Information

• Chemical Name: (R)-1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutylboronic acid
• CAS No.: 1072833-77-2
• Molecular Formula: C14H19BCl2N2O4
• Molecular Weight: 361.033
• Mol file: 1072833-77-2.mol

Synonyms:(R)-1-(2-(2,5-Dichlorobenzamido)acetamido)-3-methylbutylboronic acid;

Chemical Property of (R)-1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutylboronic acid

Chemical Property:

• Appearance/Colour: Solid powder
• PKA: 9.67±0.43(Predicted)
• PSA: 98.66000
• Density: 1.306 g/cm³
• LogP: 2.46780
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Sparingly), Methanol (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

MLN2238-Ixazomib 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ixazomib is a proteasome inhibitor that acts by preventing cell growth in solid tumours. It is an anticancer agent that is used to treat patients with multiple myeloma and is potentially neurotoxic.

Technology Process of (R)-1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutylboronic acid

There total 18 articles about (R)-1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutylboronic 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: 93.0%

dihydroxy-methyl-borane (13061-96-6) + (R)-2,5-dichloro-N-(2-((3-methyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)butyl)amino)2-oxoethyl)benzamide → Ixazomib (1072833-77-2)

Guidance literature:

With hydrogenchloride; In water; acetone; at 20 ℃;

DOI:10.1021/acs.orglett.9b00584

Reference yield: 92.0%

dihydroxy-methyl-borane (13061-96-6) + 2,5-dichloro-N-[2-({(1R)-3-methyl-1-[(3aS,4S,6S,7aR)-3a,5,5-trimethylhexa-hydro-2H-4,6-methano-1,3,2-benzodioxaborol-2-yl]butyl}amino)-2-oxoethyl]benzamide (1201903-02-7) → Ixazomib (1072833-77-2)

Guidance literature:

With hydrogenchloride; In water; acetone; at 20 ℃; for 40h;

DOI:10.1021/acs.orglett.9b00584

Reference yield: 90.0%

C24H33BCl2N2O4 → Ixazomib (1072833-77-2)

Guidance literature:

With methanol; Dihydroxy-isobutyl-boran; In hexane; for 0.166667h;

upstream raw materials:

2,5-dichlorobenzoic acid

2-[(2,5-dichlorobenzoyl)amino]acetic acid

2,5-dichloro-N-[2-({(1R)-3-methyl-1-[(3aS,4S,6S,7aR)-3a,5,5-trimethylhexa-hydro-2H-4,6-methano-1,3,2-benzodioxaborol-2-yl]butyl}amino)-2-oxoethyl]benzamide

N-(fluoren-9-ylmethoxycarbonyl)glycine

Downstream raw materials:

2,2’-{2-[(1R)-1-({[(2,5-dichlorobenzoyl)amino]acetyl}amino)-3-methylbutyl]-5-oxo-1,3,2-dioxaborolane-4,4-diyl}diacetic acid

4-(carboxymethyl)-2-((R)-1-(2-(2,5-dichlorobenzamido)acetamido)-3-methylbutyl)-6-oxo-1,3,2-dioxaborinane-4-carboxylic acid

2-chloro-5-chloro-N-[2-({(1R)-3-methyl-1-[(5R)-4-oxo-5-phenyl-1,3,2-dioxaborolan-2-yl]butyl}amino)-2-oxoethyl]benzamide

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