ethyl (3S)-1-((2S)-2-hydroxy-2-(4-((Z)-N'-hydroxycarbamimidoyl)-phenyl)ethyl)piperidine-3-carboxylate

Base Information

• Chemical Name: ethyl (3S)-1-((2S)-2-hydroxy-2-(4-((Z)-N'-hydroxycarbamimidoyl)-phenyl)ethyl)piperidine-3-carboxylate
• CAS No.: 1265750-06-8
• Molecular Formula: C₁₇H₂₅N₃O₄
• Molecular Weight: 335.403
• Mol file: 1265750-06-8.mol

Synonyms:ethyl (3S)-1-((2S)-2-hydroxy-2-(4-((Z)-N'-hydroxycarbamimidoyl)-phenyl)ethyl)piperidine-3-carboxylate

Chemical Property of ethyl (3S)-1-((2S)-2-hydroxy-2-(4-((Z)-N'-hydroxycarbamimidoyl)-phenyl)ethyl)piperidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (3S)-1-((2S)-2-hydroxy-2-(4-((Z)-N'-hydroxycarbamimidoyl)-phenyl)ethyl)piperidine-3-carboxylate

There total 5 articles about ethyl (3S)-1-((2S)-2-hydroxy-2-(4-((Z)-N'-hydroxycarbamimidoyl)-phenyl)ethyl)piperidine-3-carboxylate 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: 93.0%

ethyl (3S)-1-[(2S)-2-(4-cyanophenyl)-2-hydroxyethyl]piperidine-3-carboxylate (1265323-48-5) → ethyl (3S)-1-((2S)-2-hydroxy-2-(4-((Z)-N'-hydroxycarbamimidoyl)-phenyl)ethyl)piperidine-3-carboxylate (1265750-06-8)

Guidance literature:

With hydroxylamine hydrochloride; sodium hydrogencarbonate; In isopropyl alcohol; at 85 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.6b00373

Reference yield:

4-Cyanophenacyl bromide (20099-89-2) → ethyl (3S)-1-((2S)-2-hydroxy-2-(4-((Z)-N'-hydroxycarbamimidoyl)-phenyl)ethyl)piperidine-3-carboxylate (1265750-06-8)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene

2: sodium tetrahydroborate / toluene; methanol / 1 h

3: hydroxylamine hydrochloride; sodium hydrogencarbonate / isopropyl alcohol / 85 °C

With sodium tetrahydroborate; hydroxylamine hydrochloride; sodium hydrogencarbonate; In methanol; isopropyl alcohol; toluene;

Reference yield:

ethyl (3S)-1-[2-(4-cyanophenyl)-2-oxoethyl]piperidine-3-carboxylate hydrobromide (1265323-53-2) → ethyl (3S)-1-((2S)-2-hydroxy-2-(4-((Z)-N'-hydroxycarbamimidoyl)-phenyl)ethyl)piperidine-3-carboxylate (1265750-06-8)

Guidance literature:

Multi-step reaction with 2 steps

1: magnesium sulfate; sodium hydroxide; D-glucose; DL-dithiothreitol; β-nicotinamide adenine dinucleotide sodium salt / dimethyl sulfoxide / 4.5 h / 20 °C / pH 6.5 - 7 / Phosphate buffer

2: hydroxylamine hydrochloride; sodium hydrogencarbonate / isopropyl alcohol / 85 °C

With D-glucose; DL-dithiothreitol; β-nicotinamide adenine dinucleotide sodium salt; hydroxylamine hydrochloride; sodium hydrogencarbonate; magnesium sulfate; sodium hydroxide; In dimethyl sulfoxide; isopropyl alcohol;

upstream raw materials:

4-Cyanophenacyl bromide

(S)-(+)-2-(4-cyanophenyl)oxirane

ethyl (3S)-1-[(2S)-2-(4-cyanophenyl)-2-hydroxyethyl]piperidine-3-carboxylate

C₁₇H₂₀N₂O₃

Downstream raw materials:

(3S)-1-(2-hydroxy-2-(4-(5-(5-(pyridin-2-yl)thiophen-2-yl)-1,2,4-oxadiazol-3-yl)phenyl)ethyl)piperidine-3-carboxylic acid

ethyl (3S)-1-[(2S)-2-hydroxy-2-(4-{5-[3-phenyl-4-(trifluoromethyl)isoxazol-5-yl]-1,2,4-oxadiazol-3-yl}phenyl)ethyl]piperidine-3-carboxylate

(S)-1-((S)-2-hydroxy-2-(4-(5-(1-phenyl-5-(trifluoromethyl)-1H-pyrazol-4-yl)-1,2,4-oxadiazol-3-yl)phenyl)ethyl)piperidine-3-carboxylic acid