Benzoic acid (3S,5S,6R)-5-acetyl-6-(1H-indol-3-yl)-piperidin-3-yl ester

Base Information

Chemical Name:Benzoic acid (3S,5S,6R)-5-acetyl-6-(1H-indol-3-yl)-piperidin-3-yl ester
CAS No.:102327-18-4
Molecular Formula:C₂₂H₂₂N₂O₃
Molecular Weight:362.428
Hs Code.:

Synonyms:Benzoic acid (3S,5S,6R)-5-acetyl-6-(1H-indol-3-yl)-piperidin-3-yl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of Benzoic acid (3S,5S,6R)-5-acetyl-6-(1H-indol-3-yl)-piperidin-3-yl ester

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Technology Process of Benzoic acid (3S,5S,6R)-5-acetyl-6-(1H-indol-3-yl)-piperidin-3-yl ester

There total 6 articles about Benzoic acid (3S,5S,6R)-5-acetyl-6-(1H-indol-3-yl)-piperidin-3-yl 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: 73.0%

: 102327-22-0
(2S,3R,5R)-3-Acetyl-5-benzoyloxy-2-(1H-indol-3-yl)-piperidine-1-carboxylic acid benzyl ester

: 102327-18-4
Benzoic acid (3S,5S,6R)-5-acetyl-6-(1H-indol-3-yl)-piperidin-3-yl ester

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; for 14h; Ambient temperature;
DOI:10.1016/S0040-4020(01)96582-2

Reference yield:

: 55676-25-0
3-(2-methyl-[1,3]dioxolan-2-yl)-pyridine

: 102327-18-4
Benzoic acid (3S,5S,6R)-5-acetyl-6-(1H-indol-3-yl)-piperidin-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 2.) 70percent NaAl(MeOCH₂CH₂O)2H₂ / 1.) THF, toluene, -70 deg C, 30 min, 2.) THF,toluene, -70 deg C, 30 min

2: 1.) O₂, 2.) SnCl₂ / 1.) methylene blue, CH₂Cl₂, -60 deg C, 30 min, irradiation, 2.) CH₂Cl₂, EtOAc, -60 deg C, 10 min, then -5 deg C, 2 h

3: 93 percent / 10percent HCl / methanol / 0.17 h / Ambient temperature

4: 70 percent / H₂ / PtO₂ / 1,2-dimethoxy-ethane / 3 h

5: 89 percent / pyridine / 14 h / Ambient temperature

6: 73 percent / H₂ / 10percent Pd-C / aq. ethanol / 14 h / Ambient temperature

With pyridine; hydrogenchloride; hydrogen; oxygen; sodium bis(2-methoxyethoxy)aluminium dihydride; tin(ll) chloride; platinum(IV) oxide; palladium on activated charcoal; In methanol; 1,2-dimethoxyethane; ethanol;
DOI:10.1016/S0040-4020(01)96582-2

Reference yield:

: 102327-15-1
(2S,3R,5R)-3-Acetyl-5-hydroxy-2-(1H-indol-3-yl)-piperidine-1-carboxylic acid benzyl ester

: 102327-18-4
Benzoic acid (3S,5S,6R)-5-acetyl-6-(1H-indol-3-yl)-piperidin-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / pyridine / 14 h / Ambient temperature

2: 73 percent / H₂ / 10percent Pd-C / aq. ethanol / 14 h / Ambient temperature

With pyridine; hydrogen; palladium on activated charcoal; In ethanol;
DOI:10.1016/S0040-4020(01)96582-2