benzyl 1H-indole-6-carboxylate

Base Information

• Chemical Name: benzyl 1H-indole-6-carboxylate
• CAS No.: 223438-52-6
• Molecular Formula: C₁₆H₁₃NO₂
• Molecular Weight: 251.285
• Mol file: 223438-52-6.mol

Synonyms:benzyl 1H-indole-6-carboxylate

Chemical Property of benzyl 1H-indole-6-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 1H-indole-6-carboxylate

There total 2 articles about benzyl 1H-indole-6-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: 99.0%

Indole-6-carboxylic acid (1670-82-2,261352-47-0) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 1H-indole-6-carboxylate (223438-52-6)

Guidance literature:

With dmap; 1,1'-carbonyldiimidazole; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/op050102f

Reference yield: 91.0%

Indole-6-carboxylic acid (1670-82-2,261352-47-0) + benzyl bromide (100-39-0) → benzyl 1H-indole-6-carboxylate (223438-52-6)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h;

DOI:10.1021/jm2002525

Reference yield: 90.0%

benzyl 1H-indole-6-carboxylate (223438-52-6) + dimethyl sulfate (77-78-1) → benzyl 1-methyl-1H-indole-6-carboxylate (223438-53-7)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 14h;

DOI:10.1021/op050102f

upstream raw materials:

Indole-6-carboxylic acid

benzyl alcohol

benzyl bromide

Downstream raw materials:

benzyl 1-methyl-1H-indole-6-carboxylate

(2S)-1,3-benzodioxol-5-yl{6-[(benzyloxy)carbonyl]-1-methyl-1H-indol-3-yl}ethanoic acid

benzyl 1-benzyl-1H-indole-6-carboxylate

benzyl 3-acetoxy-1-benzyl-1H-indole-6-carboxylate

Refernces

• 1、 Ashcroft, Christopher P.,Challenger, Stephen,Clifford, David,Derrick, Andrew M.,Hajikarimian, Yousef,Slucock, Keith,Silk, Terry V.,Thomson, Nicholas M.,Williams, John R.. "An efficient and scalable synthesis of the endothelin antagonists UK-350,926 and UK-349,862 using a dynamic resolution process". . p. 663 - 669. Retrieved 2012/12/25.