(3R,6R)-3-(2,3-dihydro-1H-inden-2-yl)-1-[(1R)-1-(2,6-dimethyl-3-pyridinyl)-2-(4-morpholinyl)-2-oxoethyl]-6-[(1S)-1-methylpropyl]-2,5-piperazinedione benzenesulfonic acid

Base Information

• Chemical Name: (3R,6R)-3-(2,3-dihydro-1H-inden-2-yl)-1-[(1R)-1-(2,6-dimethyl-3-pyridinyl)-2-(4-morpholinyl)-2-oxoethyl]-6-[(1S)-1-methylpropyl]-2,5-piperazinedione benzenesulfonic acid
• CAS No.: 1159097-48-9
• Molecular Formula: C₆H₆O₃S*C₃₀H₃₈N₄O₄
• Molecular Weight: 676.834
• Mol file: 1159097-48-9.mol

Synonyms:

Chemical Property of (3R,6R)-3-(2,3-dihydro-1H-inden-2-yl)-1-[(1R)-1-(2,6-dimethyl-3-pyridinyl)-2-(4-morpholinyl)-2-oxoethyl]-6-[(1S)-1-methylpropyl]-2,5-piperazinedione benzenesulfonic acid

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3R,6R)-3-(2,3-dihydro-1H-inden-2-yl)-1-[(1R)-1-(2,6-dimethyl-3-pyridinyl)-2-(4-morpholinyl)-2-oxoethyl]-6-[(1S)-1-methylpropyl]-2,5-piperazinedione benzenesulfonic acid

There total 8 articles about (3R,6R)-3-(2,3-dihydro-1H-inden-2-yl)-1-[(1R)-1-(2,6-dimethyl-3-pyridinyl)-2-(4-morpholinyl)-2-oxoethyl]-6-[(1S)-1-methylpropyl]-2,5-piperazinedione benzenesulfonic acid 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: 92.6%

Epelsiban + benzenesulfonic acid (98-11-3) → (3R,6R)-3-(2,3-dihydro-1H-inden-2-yl)-1-[(1R)-1-(2,6-dimethyl-3-pyridinyl)-2-(4-morpholinyl)-2-oxoethyl]-6-[(1S)-1-methylpropyl]-2,5-piperazinedione benzenesulfonic acid (1159097-48-9)

Guidance literature:

In acetone; for 48h; Heating;

DOI:10.1021/jm201287w

Reference yield:

(2R)-2,3-dihydro-1H-inden-2-yl({[(phenylmethyl)oxy]carbonyl}amino)ethanoic acid (554448-74-7) → (3R,6R)-3-(2,3-dihydro-1H-inden-2-yl)-1-[(1R)-1-(2,6-dimethyl-3-pyridinyl)-2-(4-morpholinyl)-2-oxoethyl]-6-[(1S)-1-methylpropyl]-2,5-piperazinedione benzenesulfonic acid (1159097-48-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: triethylamine / methanol; 2,2,2-trifluoroethanol / 20 h / 20 °C / Inert atmosphere

1.2: 96 h / 20 °C / Inert atmosphere

2.1: palladium on activated charcoal; hydrogen / ethanol; water; acetic acid / 18 h / 760.05 Torr

3.1: 1,1'-carbonyldiimidazole / dichloromethane / 16 h / 20 °C

3.2: 16 h / 20 °C

4.1: acetone / 48 h / Heating

With palladium on activated charcoal; hydrogen; triethylamine; 1,1'-carbonyldiimidazole; In methanol; ethanol; dichloromethane; 2,2,2-trifluoroethanol; water; acetic acid; acetone; 1.1: Ugi condensation / 1.2: Ugi condensation;

DOI:10.1021/jm201287w

Reference yield:

4-phenyl-3,4,6a,11,11a,11b-hexahydro-1H-indeno[2,1:4,5]isoxazolo[3,2-c][1,4]oxazin-1-one → (3R,6R)-3-(2,3-dihydro-1H-inden-2-yl)-1-[(1R)-1-(2,6-dimethyl-3-pyridinyl)-2-(4-morpholinyl)-2-oxoethyl]-6-[(1S)-1-methylpropyl]-2,5-piperazinedione benzenesulfonic acid (1159097-48-9)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 20 % Pd(OH)2/C; hydrogen / 1,4-dioxane; trifluoroacetic acid / 55 °C / 3102.97 Torr

2.1: triethylamine / 1,4-dioxane; water / 48 h / 20 °C

3.1: triethylamine / methanol; 2,2,2-trifluoroethanol / 20 h / 20 °C / Inert atmosphere

3.2: 96 h / 20 °C / Inert atmosphere

4.1: palladium on activated charcoal; hydrogen / ethanol; water; acetic acid / 18 h / 760.05 Torr

5.1: 1,1'-carbonyldiimidazole / dichloromethane / 16 h / 20 °C

5.2: 16 h / 20 °C

6.1: acetone / 48 h / Heating

With palladium on activated charcoal; 20 % Pd(OH)2/C; hydrogen; triethylamine; 1,1'-carbonyldiimidazole; In 1,4-dioxane; methanol; ethanol; dichloromethane; 2,2,2-trifluoroethanol; water; acetic acid; acetone; trifluoroacetic acid; 3.1: Ugi condensation / 3.2: Ugi condensation;

DOI:10.1021/jm201287w

upstream raw materials:

(2R)-2,3-dihydro-1H-inden-2-yl({[(phenylmethyl)oxy]carbonyl}amino)ethanoic acid

methyl N-[(2R)-2-(2,3-dihydro-1H-inden-2-yl)-2-({[(phenylmethyl)oxy]-carbonyl}amino)acetyl]-N-[1-(2,6-dimethyl-3-pyridinyl)-2-oxo-2-({2-[(phenylmethyl)oxy]phenyl}amino)ethyl]-D-alloisoleucinate

benzenesulfonic acid

{(3R,6R)-3-(2,3-dihydro-1H-inden-2-yl)-6-[(1S)-1-methylpropyl]-2,5-dioxo-1-piperazinyl}(2,6-dimethyl-3-pyridinyl)-acetic acid hydrochloride