2-(9-fluorenylmethyloxycarbonyl)imino-N,N'-[3-(2-amino-4-bromo)phenylsulfanyl]phenyldiacetylamide

Base Information

• Chemical Name: 2-(9-fluorenylmethyloxycarbonyl)imino-N,N'-[3-(2-amino-4-bromo)phenylsulfanyl]phenyldiacetylamide
• CAS No.: 354815-09-1
• Molecular Formula: C₄₃H₃₅Br₂N₅O₄S₂
• Molecular Weight: 909.722
• Mol file: 354815-09-1.mol

Synonyms:2-(9-fluorenylmethyloxycarbonyl)imino-N,N'-[3-(2-amino-4-bromo)phenylsulfanyl]phenyldiacetylamide

Chemical Property of 2-(9-fluorenylmethyloxycarbonyl)imino-N,N'-[3-(2-amino-4-bromo)phenylsulfanyl]phenyldiacetylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(9-fluorenylmethyloxycarbonyl)imino-N,N'-[3-(2-amino-4-bromo)phenylsulfanyl]phenyldiacetylamide

There total 1 articles about 2-(9-fluorenylmethyloxycarbonyl)imino-N,N'-[3-(2-amino-4-bromo)phenylsulfanyl]phenyldiacetylamide 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: 100.0%

2-(9-fluorenylmethyloxycarbonyl)imino-N,N'-[3-(4-bromo-2-nitro)phenylsulfanyl]phenyldiacetylamide (354815-08-0) → 2-(9-fluorenylmethyloxycarbonyl)imino-N,N'-[3-(2-amino-4-bromo)phenylsulfanyl]phenyldiacetylamide (354815-09-1)

Guidance literature:

With hydrogenchloride; iron; In ethanol; for 1h; Heating;

DOI:10.1016/S0968-0896(00)00312-6

Reference yield: 50.0%

1-methyl-piperazine (109-01-3) + 2-chloropropionyl chloride (625-36-5) + 2-(9-fluorenylmethyloxycarbonyl)imino-N,N'-[3-(2-amino-4-bromo)phenylsulfanyl]phenyldiacetylamide (354815-09-1) → N-{5-bromo-2-[3-(2-{[(3-{4-bromo-2-[3-(4-methyl-piperazin-1-yl)-propionylamino]-phenylsulfanyl}-phenylcarbamoyl)-methyl]-amino}-acetylamino)-phenylsulfanyl]-phenyl}-3-(4-methyl-piperazin-1-yl)-propionamide (354815-10-4)

Guidance literature:

2-chloropropionyl chloride; 2-(9-fluorenylmethyloxycarbonyl)imino-N,N'-[3-(2-amino-4-bromo)phenylsulfanyl]phenyldiacetylamide; With 1-ethyl-piperidine; In tetrahydrofuran; at 0 ℃; for 3h;

1-methyl-piperazine; In tetrahydrofuran; for 4h; Heating;

DOI:10.1016/S0968-0896(00)00312-6

Reference yield:

2-(9-fluorenylmethyloxycarbonyl)imino-N,N'-[3-(2-amino-4-bromo)phenylsulfanyl]phenyldiacetylamide (354815-09-1) → tetradecanoic acid (3-{bis-[(3-{4-bromo-2-[3-(4-methyl-piperazin-1-yl)-propionylamino]-phenylsulfanyl}-phenylcarbamoyl)-methyl]-carbamoyl}-propyl)-amide

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1-ethylpiperidine / tetrahydrofuran / 3 h / 0 °C

1.2: 50 percent / tetrahydrofuran / 4 h / Heating

2.1: 80 percent / DIEA; PyBroP / dimethylformamide / 2.17 h / 0 - 20 °C

3.1: 90 percent / TFA / CH₂Cl₂ / 4 h / 20 °C

4.1: 31 percent / DIEA; PyBroP / dimethylformamide / 2.17 h / 0 - 20 °C

With 1-ethyl-piperidine; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0968-0896(00)00312-6

upstream raw materials:

2-(9-fluorenylmethyloxycarbonyl)imino-N,N'-[3-(4-bromo-2-nitro)phenylsulfanyl]phenyldiacetylamide

Downstream raw materials:

N-{5-bromo-2-[3-(2-{[(3-{4-bromo-2-[3-(4-methyl-piperazin-1-yl)-propionylamino]-phenylsulfanyl}-phenylcarbamoyl)-methyl]-amino}-acetylamino)-phenylsulfanyl]-phenyl}-3-(4-methyl-piperazin-1-yl)-propionamide

4-amino-N,N-bis-[(3-{4-bromo-2-[3-(4-methyl-piperazin-1-yl)-propionylamino]-phenylsulfanyl}-phenylcarbamoyl)-methyl]-butyramide

(3-{bis-[(3-{4-bromo-2-[3-(4-methyl-piperazin-1-yl)-propionylamino]-phenylsulfanyl}-phenylcarbamoyl)-methyl]-carbamoyl}-propyl)-carbamic acid tert-butyl ester