(4R,5R)-1-<2-(6-benzyloxy-1H-indol-3-yl)-2-oxoethyl>-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

Base Information

• Chemical Name: (4R,5R)-1-<2-(6-benzyloxy-1H-indol-3-yl)-2-oxoethyl>-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester
• CAS No.: 158147-87-6
• Molecular Formula: C₂₈H₃₂N₂O₅
• Molecular Weight: 476.572
• Mol file: 158147-87-6.mol

Synonyms:(4R,5R)-1-<2-(6-benzyloxy-1H-indol-3-yl)-2-oxoethyl>-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

Chemical Property of (4R,5R)-1-<2-(6-benzyloxy-1H-indol-3-yl)-2-oxoethyl>-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4R,5R)-1-<2-(6-benzyloxy-1H-indol-3-yl)-2-oxoethyl>-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

There total 3 articles about (4R,5R)-1-<2-(6-benzyloxy-1H-indol-3-yl)-2-oxoethyl>-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester 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: 62.0%

(3R,4R)-(+)-6-ethoxy-3-ethyl-2,3,4,5-tetrahydro-4-pyridineacetic acid ethyl ester (96790-30-6) + 1-(6-benzyloxy-1H-indol-3-yl)-2-chloroethanone (116725-92-9) → (4R,5R)-1-<2-(6-benzyloxy-1H-indol-3-yl)-2-oxoethyl>-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester (158147-87-6)

Guidance literature:

With hydrogen bromide; In N,N-dimethyl-formamide; at 60 ℃; for 48h;

Reference yield: 62.0%

6-benzyloxy-1H-indole (15903-94-3) + (3R,4R)-(+)-6-ethoxy-3-ethyl-2,3,4,5-tetrahydro-4-pyridineacetic acid ethyl ester (96790-30-6) → (4R,5R)-1-<2-(6-benzyloxy-1H-indol-3-yl)-2-oxoethyl>-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester (158147-87-6)

Guidance literature:

With potassium bromide; In N,N-dimethyl-formamide; at 60 ℃; for 48h;

DOI:10.1248/cpb.43.49

Reference yield:

6-benzyloxy-1H-indole (15903-94-3) → (4R,5R)-1-<2-(6-benzyloxy-1H-indol-3-yl)-2-oxoethyl>-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester (158147-87-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dioxane / 0.5 h / 55 - 60 °C

2: 62 percent / HBr / dimethylformamide / 48 h / 60 °C

With pyridine; hydrogen bromide; In 1,4-dioxane; N,N-dimethyl-formamide;

upstream raw materials:

(3R,4R)-(+)-6-ethoxy-3-ethyl-2,3,4,5-tetrahydro-4-pyridineacetic acid ethyl ester

1-(6-benzyloxy-1H-indol-3-yl)-2-chloroethanone

6-benzyloxy-1H-indole

Downstream raw materials:

11-benzyloxycorynan-17-ol

11-benzyloxycorynan-17-oic acid ethyl ester

(4R,54R)-1-<2-(6-benzyloxy-1H-indol-3-yl)ethyl>-5-ethyl-2-oxo-4-piperidineacetic acid ethyl ester

Toluene-4-sulfonic acid 2-((2R,3R,12bS)-10-benzyloxy-3-ethyl-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-2-yl)-ethyl ester