tert-butyl 4-allyl-4-(N-((1-tosyl-1H-indol-4-yl)methyl)acrylamido)piperidine-1-carboxylate

Base Information

• Chemical Name: tert-butyl 4-allyl-4-(N-((1-tosyl-1H-indol-4-yl)methyl)acrylamido)piperidine-1-carboxylate
• CAS No.: 1313236-73-5
• Molecular Formula: C₃₂H₃₉N₃O₅S
• Molecular Weight: 577.745
• Mol file: 1313236-73-5.mol

Synonyms:tert-butyl 4-allyl-4-(N-((1-tosyl-1H-indol-4-yl)methyl)acrylamido)piperidine-1-carboxylate

Chemical Property of tert-butyl 4-allyl-4-(N-((1-tosyl-1H-indol-4-yl)methyl)acrylamido)piperidine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 4-allyl-4-(N-((1-tosyl-1H-indol-4-yl)methyl)acrylamido)piperidine-1-carboxylate

There total 6 articles about tert-butyl 4-allyl-4-(N-((1-tosyl-1H-indol-4-yl)methyl)acrylamido)piperidine-1-carboxylate 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: 72.0%

tert-butyl 4-allyl-4-((1-tosyl-1H-indol-4-yl)methylamino)piperidine-1-carboxylate (1313236-71-3) + acryloyl chloride (814-68-6,25189-84-8) → tert-butyl 4-allyl-4-(N-((1-tosyl-1H-indol-4-yl)methyl)acrylamido)piperidine-1-carboxylate (1313236-73-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 4.5h; Product distribution / selectivity;

Reference yield:

4-cyanoindole (16136-52-0) → tert-butyl 4-allyl-4-(N-((1-tosyl-1H-indol-4-yl)methyl)acrylamido)piperidine-1-carboxylate (1313236-73-5)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 20 °C

2: hydrogen; ammonia / Raney Nickel / methanol / 6 h / 20 °C / 5 Torr

3: toluene / 16 h / Reflux

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 4.5 h / 0 - 20 °C

With ammonia; hydrogen; N-ethyl-N,N-diisopropylamine; Raney Nickel; In methanol; dichloromethane; toluene; acetonitrile;

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → tert-butyl 4-allyl-4-(N-((1-tosyl-1H-indol-4-yl)methyl)acrylamido)piperidine-1-carboxylate (1313236-73-5)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / acetonitrile / 4 h / 20 °C

2: hydrogen; ammonia / Raney Nickel / methanol / 6 h / 20 °C / 5 Torr

3: toluene / 16 h / Reflux

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 4.5 h / 0 - 20 °C

With ammonia; hydrogen; N-ethyl-N,N-diisopropylamine; Raney Nickel; In methanol; dichloromethane; toluene; acetonitrile;

upstream raw materials:

4-cyanoindole

p-toluenesulfonyl chloride

tert-butyl 4-allyl-4-((1-tosyl-1H-indol-4-yl)methylamino)piperidine-1-carboxylate

acryloyl chloride

Downstream raw materials:

9-(benzo[d]oxazol-2-yl)-1-((1-tosyl-1H-indol-4-yl)methyl)-1,9-diazaspiro[5.5]undecan-2-one

tert-butyl 2-oxo-1-((1-tosyl-1H-indol-4-yl)methyl)-1,9-diazaspiro[5.5]undec-3-ene-9-carboxylate

tert-butyl 2-oxo-1-((1-tosyl-1H-indol-4-yl)methyl)-1,9-diazaspiro[5.5]undecane-9-carboxylate

1-((1-tosyl-1H-indol-4-yl)methyl)-1,9-diazaspiro[5.5]undecan-2-one trifluoroacetate