(2R,3S)-methyl 2-(benzylcarbamoyl)-1-((R)-2-hydroxy-1-phenylethyl)-6-oxopiperidine-3-carboxylate

Base Information

• Chemical Name: (2R,3S)-methyl 2-(benzylcarbamoyl)-1-((R)-2-hydroxy-1-phenylethyl)-6-oxopiperidine-3-carboxylate
• CAS No.: 1427038-02-5
• Molecular Formula: C₂₃H₂₆N₂O₅
• Molecular Weight: 410.47
• Mol file: 1427038-02-5.mol

Synonyms:(2R,3S)-methyl 2-(benzylcarbamoyl)-1-((R)-2-hydroxy-1-phenylethyl)-6-oxopiperidine-3-carboxylate

Chemical Property of (2R,3S)-methyl 2-(benzylcarbamoyl)-1-((R)-2-hydroxy-1-phenylethyl)-6-oxopiperidine-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S)-methyl 2-(benzylcarbamoyl)-1-((R)-2-hydroxy-1-phenylethyl)-6-oxopiperidine-3-carboxylate

There total 5 articles about (2R,3S)-methyl 2-(benzylcarbamoyl)-1-((R)-2-hydroxy-1-phenylethyl)-6-oxopiperidine-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: 85.0%

[4R-4α,9β,9aα]-1,6-dioxo-4-phenyloctahydropyrido[2,1-c][1,4]oxazine-9-carboxylic acid methyl ester (1427038-01-4) + benzylamine (100-46-9) → (2R,3S)-methyl 2-(benzylcarbamoyl)-1-((R)-2-hydroxy-1-phenylethyl)-6-oxopiperidine-3-carboxylate (1427038-02-5)

Guidance literature:

With triethylamine; In toluene; at 85 ℃; for 6h;

DOI:10.1007/s11426-012-4803-7

Reference yield:

dimethyl acetylenedicarboxylate (762-42-5) → (2R,3S)-methyl 2-(benzylcarbamoyl)-1-((R)-2-hydroxy-1-phenylethyl)-6-oxopiperidine-3-carboxylate (1427038-02-5)

Guidance literature:

Multi-step reaction with 4 steps

1: methanol / 4 h

2: tetrahydrofuran / 3 h / Reflux

3: 5%-palladium/activated carbon; hydrogen / ethanol; ethyl acetate / 6 h / 760.05 Torr

4: triethylamine / toluene / 6 h / 85 °C

With 5%-palladium/activated carbon; hydrogen; triethylamine; In tetrahydrofuran; methanol; ethanol; ethyl acetate; toluene;

DOI:10.1007/s11426-012-4803-7

Reference yield:

(R)-3-methoxycarbonylmethylene-5-phenyl-3,4,5,6-tetrahydro-2H-1,4-oxazin-2-one → (2R,3S)-methyl 2-(benzylcarbamoyl)-1-((R)-2-hydroxy-1-phenylethyl)-6-oxopiperidine-3-carboxylate (1427038-02-5)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 3 h / Reflux

2: 5%-palladium/activated carbon; hydrogen / ethanol; ethyl acetate / 6 h / 760.05 Torr

3: triethylamine / toluene / 6 h / 85 °C

With 5%-palladium/activated carbon; hydrogen; triethylamine; In tetrahydrofuran; ethanol; ethyl acetate; toluene;

DOI:10.1007/s11426-012-4803-7

upstream raw materials:

dimethyl acetylenedicarboxylate

[4R-4α,9β,9aα]-1,6-dioxo-4-phenyloctahydropyrido[2,1-c][1,4]oxazine-9-carboxylic acid methyl ester

benzylamine

(4R)-1,6-dioxo-4-phenyl-1,3,4,6,7,8-hexahydropyrido[2, 1-c][1,4]oxazine-9-carboxylic acid methyl ester

Downstream raw materials:

C₂₂H₂₄N₂O₅

(R)-2-((4aR,7aS)-6-benzyl-2,5,7-trioxooctahydro-1H-pyrrolo[3,4-b]pyridin-1-yl)-2-phenylethyl acetate

(1S,6S)-2,8-diazabicyclo[4.3.0]nonane