3-<6-(N-(2,2-dimethyloxyethyl)-N-(4-tosyl)aminoethyl)-3-methoxy-5,8-dimethylcarbazol-1-yl>-N,N-diethylpropionamide

Base Information

• Chemical Name: 3-<6-(N-(2,2-dimethyloxyethyl)-N-(4-tosyl)aminoethyl)-3-methoxy-5,8-dimethylcarbazol-1-yl>-N,N-diethylpropionamide
• CAS No.: 120105-93-3
• Molecular Formula: C₃₄H₄₅N₃O₆S
• Molecular Weight: 623.814
• Mol file: 120105-93-3.mol

Synonyms:

Chemical Property of 3-<6-(N-(2,2-dimethyloxyethyl)-N-(4-tosyl)aminoethyl)-3-methoxy-5,8-dimethylcarbazol-1-yl>-N,N-diethylpropionamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-<6-(N-(2,2-dimethyloxyethyl)-N-(4-tosyl)aminoethyl)-3-methoxy-5,8-dimethylcarbazol-1-yl>-N,N-diethylpropionamide

There total 12 articles about 3-<6-(N-(2,2-dimethyloxyethyl)-N-(4-tosyl)aminoethyl)-3-methoxy-5,8-dimethylcarbazol-1-yl>-N,N-diethylpropionamide 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: 85.0%

3-{6-[(2,2-Dimethoxy-ethylamino)-methyl]-3-methoxy-5,8-dimethyl-9H-carbazol-1-yl}-N,N-diethyl-propionamide (120106-17-4) + p-toluenesulfonyl chloride (98-59-9) → 3-<6-(N-(2,2-dimethyloxyethyl)-N-(4-tosyl)aminoethyl)-3-methoxy-5,8-dimethylcarbazol-1-yl>-N,N-diethylpropionamide (120105-93-3)

Guidance literature:

With pyridine; for 24h; Ambient temperature;

Reference yield:

6-methoxy-1,4-dimethyl-9H-carbazole (18028-57-4) → 3-<6-(N-(2,2-dimethyloxyethyl)-N-(4-tosyl)aminoethyl)-3-methoxy-5,8-dimethylcarbazol-1-yl>-N,N-diethylpropionamide (120105-93-3)

Guidance literature:

Multi-step reaction with 10 steps

1: 1) NaH / 1) DMF, 10 min, RT, 2) DMF, RT, 10 min then 50 deg C, 6 h

2: AlCl₃ / CH₂Cl₂ / 18 - 20 °C

3: 89 percent / bis(acetonitrile)palladium(II) chloride / benzene / 24 h / 50 °C

4: 1) ozone, 2) Me₂S / 1) CH₂Cl₂, MeOH, -20 deg C, 2) CH₂Cl₂,MeOH, -20 to 20 deg C, 2 h

5: 1) NaH / 1) DMF, -15 deg C, 10 min, 2) DMF, RT, 24 h

6: 1) imidazole, 2) NaOH / 1) CH₃CN, reflux, 3.5 h, 2) aq. EtOH, 80 deg C, 15 min

7: 82 percent / hydrogen / 10percent Pd/C / ethyl acetate / 760 Torr

8: 4A mol. sieves / 80 °C

9: hydrogen / PtO₂ / ethanol / 4 h / 760 Torr

10: 85 percent / pyridine / 24 h / Ambient temperature

With pyridine; 1H-imidazole; dichloro bis(acetonitrile) palladium(II); sodium hydroxide; aluminium trichloride; dimethylsulfide; 4 A molecular sieve; hydrogen; sodium hydride; ozone; platinum(IV) oxide; palladium on activated charcoal; In ethanol; dichloromethane; ethyl acetate; benzene;

Reference yield:

diethyl <(diethylcarbamoyl)methyl>phosphonate (3699-76-1) → 3-<6-(N-(2,2-dimethyloxyethyl)-N-(4-tosyl)aminoethyl)-3-methoxy-5,8-dimethylcarbazol-1-yl>-N,N-diethylpropionamide (120105-93-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 1) NaH / 1) DMF, -15 deg C, 10 min, 2) DMF, RT, 24 h

2: 1) imidazole, 2) NaOH / 1) CH₃CN, reflux, 3.5 h, 2) aq. EtOH, 80 deg C, 15 min

3: 82 percent / hydrogen / 10percent Pd/C / ethyl acetate / 760 Torr

4: 4A mol. sieves / 80 °C

5: hydrogen / PtO₂ / ethanol / 4 h / 760 Torr

6: 85 percent / pyridine / 24 h / Ambient temperature

With pyridine; 1H-imidazole; sodium hydroxide; 4 A molecular sieve; hydrogen; sodium hydride; platinum(IV) oxide; palladium on activated charcoal; In ethanol; ethyl acetate;

upstream raw materials:

3-{6-[(2,2-Dimethoxy-ethylamino)-methyl]-3-methoxy-5,8-dimethyl-9H-carbazol-1-yl}-N,N-diethyl-propionamide

p-toluenesulfonyl chloride

6-methoxy-1,4-dimethyl-9H-carbazole

diethyl <(diethylcarbamoyl)methyl>phosphonate