5-[(2-Chloroethyl)(2-hydroxyethyl)aMino]-1-Methyl-1H-benziMidazole-2-butanoic Acid

Base Information

• Chemical Name: 5-[(2-Chloroethyl)(2-hydroxyethyl)aMino]-1-Methyl-1H-benziMidazole-2-butanoic Acid
• CAS No.: 109882-27-1
• Molecular Formula: C16H22ClN3O3
• Molecular Weight: 339.822
• Hs Code.: 2933997500
• Mol file: 109882-27-1.mol

Synonyms:5-[(2-Chloroethyl)(2-hydroxyethyl)aMino]-1-Methyl-1H-benziMidazole-2-butanoic Acid;Hydroxy BendaMustine;BendaMustine Monohydroxy IMpurity

Chemical Property of 5-[(2-Chloroethyl)(2-hydroxyethyl)aMino]-1-Methyl-1H-benziMidazole-2-butanoic Acid

Chemical Property:

• PSA: 78.59000
• LogP: 2.01810

Purity/Quality:

99% ^*data from raw suppliers

5-[(2-CHLOROETHYL)(2-HYDROXYETHYL)AMINO]-1-METHYL-1H-BENZIMIDAZOLE-2-BUTANOIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Hydroxy Bendamustine is a metabolite of Bendamustine (B132500).

Technology Process of 5-[(2-Chloroethyl)(2-hydroxyethyl)aMino]-1-Methyl-1H-benziMidazole-2-butanoic Acid

There total 3 articles about 5-[(2-Chloroethyl)(2-hydroxyethyl)aMino]-1-Methyl-1H-benziMidazole-2-butanoic 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: 81.6%

bendamustine (16506-27-7) → 4-<1-Methyl-5-benzimidazolyl-(2)>butansaeure (109882-30-6) + 4-[5-[(2-chloroethyl)-(2-hydroxy-ethyl)amino]-1-methyl-benzimidazo-2-yl]-butanoic acid (109882-27-1)

Guidance literature:

With water; at 37 ℃; for 8h;

DOI:10.1021/bc900453f

Reference yield: 38.0%

2-{4-[6-bis(2-chloroethyl)amino-3-methylbenzo[d]imidazol-2-yl]butanoyl}oxyethylmaleimide (1297582-82-1) → C22H28N4O6 (1247136-75-9) + C22H27ClN4O5 (1247136-74-8) + 4-<1-Methyl-5-benzimidazolyl-(2)>butansaeure (109882-30-6) + 4-[5-[(2-chloroethyl)-(2-hydroxy-ethyl)amino]-1-methyl-benzimidazo-2-yl]-butanoic acid (109882-27-1)

Guidance literature:

With water; at 37 ℃; for 8h;

DOI:10.1021/bc900453f

Reference yield:

1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione (1585-90-6) + bendamustine (16506-27-7) → C22H28N4O6 (1247136-75-9) + C22H27ClN4O5 (1247136-74-8) + 4-<1-Methyl-5-benzimidazolyl-(2)>butansaeure (109882-30-6) + 4-[5-[(2-chloroethyl)-(2-hydroxy-ethyl)amino]-1-methyl-benzimidazo-2-yl]-butanoic acid (109882-27-1)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 25 h / 20 °C

2: water / 8 h / 37 °C

With dmap; water; dicyclohexyl-carbodiimide; In dichloromethane; 1: Steglich reaction;

DOI:10.1021/bc900453f

upstream raw materials:

1-(2-hydroxyethyl)-1H-pyrrole-2,5-dione

bendamustine

2-{4-[6-bis(2-chloroethyl)amino-3-methylbenzo[d]imidazol-2-yl]butanoyl}oxyethylmaleimide

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