N₁-{1-[2'-(tert-butyloxycarbonyl)ethylamino]-1-[2''-[(9H-fluorenyl)methoxycarbonyl]ethylamino]methylidene}-4-methyl-1-benzenesulfonamide

Base Information

• Chemical Name: N₁-{1-[2'-(tert-butyloxycarbonyl)ethylamino]-1-[2''-[(9H-fluorenyl)methoxycarbonyl]ethylamino]methylidene}-4-methyl-1-benzenesulfonamide
• CAS No.: 438012-66-9
• Molecular Formula: C₃₂H₃₉N₅O₆S
• Molecular Weight: 621.758
• Mol file: 438012-66-9.mol

Synonyms:N₁-{1-[2'-(tert-butyloxycarbonyl)ethylamino]-1-[2''-[(9H-fluorenyl)methoxycarbonyl]ethylamino]methylidene}-4-methyl-1-benzenesulfonamide

Chemical Property of N₁-{1-[2'-(tert-butyloxycarbonyl)ethylamino]-1-[2''-[(9H-fluorenyl)methoxycarbonyl]ethylamino]methylidene}-4-methyl-1-benzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N₁-{1-[2'-(tert-butyloxycarbonyl)ethylamino]-1-[2''-[(9H-fluorenyl)methoxycarbonyl]ethylamino]methylidene}-4-methyl-1-benzenesulfonamide

There total 3 articles about N₁-{1-[2'-(tert-butyloxycarbonyl)ethylamino]-1-[2''-[(9H-fluorenyl)methoxycarbonyl]ethylamino]methylidene}-4-methyl-1-benzenesulfonamide 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: 77.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + N1-[1-[2'-(allyloxycarbonyl)ethylamino]-1-[2''-(tert-butyloxycarbonyl)ethylamino]methylidene]-4-methyl-1-benzenesulfonamide (438012-60-3) → N1-{1-[2'-(tert-butyloxycarbonyl)ethylamino]-1-[2''-[(9H-fluorenyl)methoxycarbonyl]ethylamino]methylidene}-4-methyl-1-benzenesulfonamide (438012-66-9)

Guidance literature:

With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/1521-3765(20020315)8:6<1424::AID-CHEM1424>3.0.CO;2-Z

Reference yield:

{2-[3-(2-allyloxycarbonylaminoethyl)thioureido]ethyl}carbamic acid tert-butyl ester (438012-49-8) → N1-{1-[2'-(tert-butyloxycarbonyl)ethylamino]-1-[2''-[(9H-fluorenyl)methoxycarbonyl]ethylamino]methylidene}-4-methyl-1-benzenesulfonamide (438012-66-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetone / 18 h / 20 °C

1.2: 96 percent / NH₄PF₆ / CH₂Cl₂; methanol / 18 h / 20 °C

2.1: 92 percent / DBU / toluene; CHCl₃ / 24 h / Heating

3.1: 77 percent / Bu₃SnH / [Pd(PPh₃)4] / CH₂Cl₂ / 1 h / 20 °C

With tri-n-butyl-tin hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; chloroform; acetone; toluene;

DOI:10.1002/1521-3765(20020315)8:6<1424::AID-CHEM1424>3.0.CO;2-Z

Reference yield:

N-[2-(allyloxycarbonyl)ethyl]-N'-[2-(tert-butyloxycarbonyl)-ethyl]-S-methylthiouronium hexafluorophosphate → N1-{1-[2'-(tert-butyloxycarbonyl)ethylamino]-1-[2''-[(9H-fluorenyl)methoxycarbonyl]ethylamino]methylidene}-4-methyl-1-benzenesulfonamide (438012-66-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / DBU / toluene; CHCl₃ / 24 h / Heating

2: 77 percent / Bu₃SnH / [Pd(PPh₃)4] / CH₂Cl₂ / 1 h / 20 °C

With tri-n-butyl-tin hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; chloroform; toluene;

DOI:10.1002/1521-3765(20020315)8:6<1424::AID-CHEM1424>3.0.CO;2-Z

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

N¹-[1-[2'-(allyloxycarbonyl)ethylamino]-1-[2''-(tert-butyloxycarbonyl)ethylamino]methylidene]-4-methyl-1-benzenesulfonamide

{2-[3-(2-allyloxycarbonylaminoethyl)thioureido]ethyl}carbamic acid tert-butyl ester