1H-Indole-1-carboxylic acid, 3-[3-ethoxy-3-oxo-2-[[(phenylmethoxy)carbonyl]amino]-1-propenyl]-, 1,1-dimethylethyl ester, (Z)-

Base Information

• Chemical Name: 1H-Indole-1-carboxylic acid, 3-[3-ethoxy-3-oxo-2-[[(phenylmethoxy)carbonyl]amino]-1-propenyl]-, 1,1-dimethylethyl ester, (Z)-
• CAS No.: 89525-15-5
• Molecular Formula: C26H28N2O6
• Molecular Weight: 464.518
• Mol file: 89525-15-5.mol

Synonyms:

Chemical Property of 1H-Indole-1-carboxylic acid, 3-[3-ethoxy-3-oxo-2-[[(phenylmethoxy)carbonyl]amino]-1-propenyl]-, 1,1-dimethylethyl ester, (Z)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Indole-1-carboxylic acid, 3-[3-ethoxy-3-oxo-2-[[(phenylmethoxy)carbonyl]amino]-1-propenyl]-, 1,1-dimethylethyl ester, (Z)-

There total 2 articles about 1H-Indole-1-carboxylic acid, 3-[3-ethoxy-3-oxo-2-[[(phenylmethoxy)carbonyl]amino]-1-propenyl]-, 1,1-dimethylethyl ester, (Z)- 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%

1-tert-butoxycarbonyl-3-formylindole (57476-50-3) + ethyl benzyloxycarbonylamino(toluene-4-sulfonyl)acetate (295365-34-3) → ethyl (Z)-Nα-benzyloxycarbonyl-Nin-tert-butyloxycarbonyl-α,β-didehydrotriptophanate (89525-15-5)

Guidance literature:

With titanium(IV) tetraethanolate; tributylphosphine; sodium carbonate; tetrabutylammomium bromide; In toluene; at 20 ℃; for 67h;

DOI:10.1246/bcsj.75.2517

Reference yield:

1-tert-butoxycarbonyl-3-formylindole (57476-50-3) + 2-Benzyloxycarbonylamino-2-diethyloxyphosphoryl-essigsaeure-ethylester (83026-99-7) → 3-((E)-2-Benzyloxycarbonylamino-2-ethoxycarbonyl-vinyl)-indole-1-carboxylic acid tert-butyl ester (89525-14-4) + ethyl (Z)-Nα-benzyloxycarbonyl-Nin-tert-butyloxycarbonyl-α,β-didehydrotriptophanate (89525-15-5)

Guidance literature:

With lithium diisopropyl amide; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, hexane, 2.) 2 h, room temp.;

DOI:10.1055/s-1984-30730

upstream raw materials:

1-tert-butoxycarbonyl-3-formylindole

2-Benzyloxycarbonylamino-2-diethyloxyphosphoryl-essigsaeure-ethylester

ethyl benzyloxycarbonylamino(toluene-4-sulfonyl)acetate