2-[5-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1,3-pentadienyl]-3,3-dimethyl-1-[5-(succinimidooxycarbonyl)pentyl]-3H-indolium chloride

Base Information

• Chemical Name: 2-[5-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1,3-pentadienyl]-3,3-dimethyl-1-[5-(succinimidooxycarbonyl)pentyl]-3H-indolium chloride
• CAS No.: 1032678-42-4
• Molecular Formula: C₃₆H₄₂N₃O₄*Cl
• Molecular Weight: 616.2
• Hs Code.: 32049010
• Mol file: 1032678-42-4.mol

Synonyms:2-[5-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1,3-pentadienyl]-3,3-dimethyl-1-[5-(succinimidooxycarbonyl)pentyl]-3H-indolium chloride

Chemical Property of 2-[5-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1,3-pentadienyl]-3,3-dimethyl-1-[5-(succinimidooxycarbonyl)pentyl]-3H-indolium chloride

Chemical Property:

Purity/Quality:

99%, ^*data from raw suppliers

Cyanine5NHSester(chloride) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[5-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1,3-pentadienyl]-3,3-dimethyl-1-[5-(succinimidooxycarbonyl)pentyl]-3H-indolium chloride

There total 5 articles about 2-[5-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1,3-pentadienyl]-3,3-dimethyl-1-[5-(succinimidooxycarbonyl)pentyl]-3H-indolium chloride 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: 96.0%

di(succinimido) carbonate (74124-79-1) + 2-[5-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1,3-pentadienyl]-3,3-dimethyl-1-(5-carboxypentyl)-3H-indolium chloride (1032678-07-1) → 2-[5-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1,3-pentadienyl]-3,3-dimethyl-1-[5-(succinimidooxycarbonyl)pentyl]-3H-indolium chloride (1032678-42-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1002/ejoc.200701190

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 2-[5-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1,3-pentadienyl]-3,3-dimethyl-1-(5-carboxypentyl)-3H-indolium chloride (1032678-07-1) → 2-[5-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1,3-pentadienyl]-3,3-dimethyl-1-[5-(succinimidooxycarbonyl)pentyl]-3H-indolium chloride (1032678-42-4)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/jacs.7b05448

Reference yield:

2,3,3-trimethylindoleniune (1640-39-7) → 2-[5-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1,3-pentadienyl]-3,3-dimethyl-1-[5-(succinimidooxycarbonyl)pentyl]-3H-indolium chloride (1032678-42-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: nitromethane / 36 h / Reflux

2.1: acetic anhydride / 0.5 h / 120 °C

2.2: 20 °C

3.1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 2 h / 20 °C

With acetic anhydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In nitromethane; dichloromethane;

DOI:10.1021/jacs.7b05448

upstream raw materials:

di(succinimido) carbonate

2-[5-(1,3,3-trimethyl-2,3-dihydro-1H-indol-2-ylidene)-1,3-pentadienyl]-3,3-dimethyl-1-(5-carboxypentyl)-3H-indolium chloride

2,3,3-trimethylindoleniune

6-bromohexanoic acid