(S)-2-{4-[Bis-(2-chloro-ethyl)-amino]-2-methyl-phenoxycarbonylamino}-pentanedioic acid

Base Information

• Chemical Name: (S)-2-{4-[Bis-(2-chloro-ethyl)-amino]-2-methyl-phenoxycarbonylamino}-pentanedioic acid
• CAS No.: 156079-03-7
• Molecular Formula: C₁₇H₂₂Cl₂N₂O₆
• Molecular Weight: 421.277
• Mol file: 156079-03-7.mol

Synonyms:(S)-2-{4-[Bis-(2-chloro-ethyl)-amino]-2-methyl-phenoxycarbonylamino}-pentanedioic acid

Chemical Property of (S)-2-{4-[Bis-(2-chloro-ethyl)-amino]-2-methyl-phenoxycarbonylamino}-pentanedioic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-{4-[Bis-(2-chloro-ethyl)-amino]-2-methyl-phenoxycarbonylamino}-pentanedioic acid

There total 7 articles about (S)-2-{4-[Bis-(2-chloro-ethyl)-amino]-2-methyl-phenoxycarbonylamino}-pentanedioic 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: 62.0%

(S)-2-{4-[Bis-(2-chloro-ethyl)-amino]-2-methyl-phenoxycarbonylamino}-pentanedioic acid dibenzyl ester (172974-07-1) → (S)-2-{4-[Bis-(2-chloro-ethyl)-amino]-2-methyl-phenoxycarbonylamino}-pentanedioic acid (156079-03-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; Ambient temperature;

DOI:10.1021/jm00026a013

Reference yield:

4-amino-2-methylphenol (2835-96-3) → (S)-2-{4-[Bis-(2-chloro-ethyl)-amino]-2-methyl-phenoxycarbonylamino}-pentanedioic acid (156079-03-7)

Guidance literature:

Multi-step reaction with 7 steps

1: 30 percent / aq. AcOH / 48 h / Ambient temperature

2: 87 percent / KOH / ethanol / 2 h / Heating

3: 34 percent / CH₃SO₂Cl, pyridine / 0.25 h / 70 °C

4: 98 percent / H₂, HCl / 30percent Pd/C / ethanol; diethyl ether

5: 62 percent / Et₃N / CHCl₃ / 12 h / Ambient temperature

6: 53 percent / Et₃N / CHCl₃ / 5 h / 50 °C

7: 62 percent / H₂ / 30percent Pd/C / ethanol / Ambient temperature

With pyridine; hydrogenchloride; potassium hydroxide; hydrogen; acetic acid; methanesulfonyl chloride; triethylamine; palladium on activated charcoal; In diethyl ether; ethanol; chloroform;

DOI:10.1021/jm00026a013

Reference yield:

4-[Bis-(2-hydroxy-ethyl)-amino]-2-methyl-phenol (156079-11-7) → (S)-2-{4-[Bis-(2-chloro-ethyl)-amino]-2-methyl-phenoxycarbonylamino}-pentanedioic acid (156079-03-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 87 percent / KOH / ethanol / 2 h / Heating

2: 34 percent / CH₃SO₂Cl, pyridine / 0.25 h / 70 °C

3: 98 percent / H₂, HCl / 30percent Pd/C / ethanol; diethyl ether

4: 62 percent / Et₃N / CHCl₃ / 12 h / Ambient temperature

5: 53 percent / Et₃N / CHCl₃ / 5 h / 50 °C

6: 62 percent / H₂ / 30percent Pd/C / ethanol / Ambient temperature

With pyridine; hydrogenchloride; potassium hydroxide; hydrogen; methanesulfonyl chloride; triethylamine; palladium on activated charcoal; In diethyl ether; ethanol; chloroform;

DOI:10.1021/jm00026a013

upstream raw materials:

(S)-2-{4-[Bis-(2-chloro-ethyl)-amino]-2-methyl-phenoxycarbonylamino}-pentanedioic acid dibenzyl ester

4-amino-2-methylphenol

4-[Bis-(2-hydroxy-ethyl)-amino]-2-methyl-phenol

2-[(4-Benzyloxy-3-methyl-phenyl)-(2-hydroxy-ethyl)-amino]-ethanol