2-(1-Benzenesulfonyl-1H-indol-2-yl)-1-(2-benzyloxy-ethyl)-piperidin-4-one oxime

Base Information

• Chemical Name: 2-(1-Benzenesulfonyl-1H-indol-2-yl)-1-(2-benzyloxy-ethyl)-piperidin-4-one oxime
• CAS No.: 178944-71-3
• Molecular Formula: C₂₈H₂₉N₃O₄S
• Molecular Weight: 503.622
• Mol file: 178944-71-3.mol

Synonyms:2-(1-Benzenesulfonyl-1H-indol-2-yl)-1-(2-benzyloxy-ethyl)-piperidin-4-one oxime

Chemical Property of 2-(1-Benzenesulfonyl-1H-indol-2-yl)-1-(2-benzyloxy-ethyl)-piperidin-4-one oxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(1-Benzenesulfonyl-1H-indol-2-yl)-1-(2-benzyloxy-ethyl)-piperidin-4-one oxime

There total 7 articles about 2-(1-Benzenesulfonyl-1H-indol-2-yl)-1-(2-benzyloxy-ethyl)-piperidin-4-one oxime 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: 40.0%

2-(1-Benzenesulfonyl-1H-indol-2-yl)-1-(2-benzyloxy-ethyl)-piperidin-4-one (178944-65-5) → 2-(1-Benzenesulfonyl-1H-indol-2-yl)-1-(2-benzyloxy-ethyl)-piperidin-4-one oxime (178944-70-2) + 2-(1-Benzenesulfonyl-1H-indol-2-yl)-1-(2-benzyloxy-ethyl)-piperidin-4-one oxime (178944-71-3)

Guidance literature:

With hydroxylamine hydrochloride; potassium carbonate; In 1,2-dimethoxyethane; at 80 ℃; for 1.5h;

DOI:10.1016/0040-4020(96)00399-7

Reference yield:

2-<1-(phenylsulfonyl)-2-indolyl>-4-piperidone ethylene acetal (142207-40-7) → 2-(1-Benzenesulfonyl-1H-indol-2-yl)-1-(2-benzyloxy-ethyl)-piperidin-4-one oxime (178944-71-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 70 percent / K₂CO₃ / acetone / 48 h / Heating

2: 40 percent / BF₃*Et₂O / CH₂Cl₂ / 12 h / 40 °C

3: 82 percent / NaH / tetrahydrofuran; diethyl ether / Ambient temperature

4: 96 percent / H₂O, (CF₃COO)2IC₆H₅ / acetonitrile / 2 h / Ambient temperature

5: 40 percent / NH₂OH*HCl, K₂CO₃ / 1,2-dimethoxy-ethane / 1.5 h / 80 °C

With boron trifluoride diethyl etherate; hydroxylamine hydrochloride; water; sodium hydride; potassium carbonate; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; acetone; acetonitrile;

DOI:10.1016/0040-4020(96)00399-7

Reference yield:

7-(1-Benzenesulfonyl-1H-indol-2-yl)-8-(2-benzyloxy-ethyl)-1,4-dioxa-8-aza-spiro[4.5]decane (178944-67-7) → 2-(1-Benzenesulfonyl-1H-indol-2-yl)-1-(2-benzyloxy-ethyl)-piperidin-4-one oxime (178944-71-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 40 percent / BF₃*Et₂O / CH₂Cl₂ / 12 h / 40 °C

2: 82 percent / NaH / tetrahydrofuran; diethyl ether / Ambient temperature

3: 96 percent / H₂O, (CF₃COO)2IC₆H₅ / acetonitrile / 2 h / Ambient temperature

4: 40 percent / NH₂OH*HCl, K₂CO₃ / 1,2-dimethoxy-ethane / 1.5 h / 80 °C

With boron trifluoride diethyl etherate; hydroxylamine hydrochloride; water; sodium hydride; potassium carbonate; bis-[(trifluoroacetoxy)iodo]benzene; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; dichloromethane; acetonitrile;

DOI:10.1016/0040-4020(96)00399-7

upstream raw materials:

2-(1-Benzenesulfonyl-1H-indol-2-yl)-1-(2-benzyloxy-ethyl)-piperidin-4-one

benzyl iodoethyl ether

2-<1-(phenylsulfonyl)-2-indolyl>-4-piperidone ethylene acetal

benzyl bromide

Downstream raw materials:

C₃₅H₃₅N₃O₆S₂