benzyl (R)-2-(nitromethyl)-4-oxo-4-phenylbutanoate

Base Information

• Chemical Name: benzyl (R)-2-(nitromethyl)-4-oxo-4-phenylbutanoate
• CAS No.: 1185984-59-1
• Molecular Formula: C₁₈H₁₇NO₅
• Molecular Weight: 327.337
• Mol file: 1185984-59-1.mol

Synonyms:benzyl (R)-2-(nitromethyl)-4-oxo-4-phenylbutanoate

Chemical Property of benzyl (R)-2-(nitromethyl)-4-oxo-4-phenylbutanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (R)-2-(nitromethyl)-4-oxo-4-phenylbutanoate

There total 3 articles about benzyl (R)-2-(nitromethyl)-4-oxo-4-phenylbutanoate 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: 98.0%

nitromethane (75-52-5) + (E)-benzyl 4-phenyl-4-oxo-2-butenoate (86633-21-8,87305-72-4,86633-20-7) → benzyl (R)-2-(nitromethyl)-4-oxo-4-phenylbutanoate (1185984-59-1)

Guidance literature:

With C₂₉H₂₈F₆N₄OS; In 5,5-dimethyl-1,3-cyclohexadiene; at 25 ℃; for 12h; optical yield given as %ee; enantioselective reaction;

DOI:10.1039/b905033g

Reference yield:

dibenzyl (+)-tartrate (622-00-4,4079-56-5,4079-57-6,4136-22-5,93993-87-4) → benzyl (R)-2-(nitromethyl)-4-oxo-4-phenylbutanoate (1185984-59-1)

Guidance literature:

Multi-step reaction with 3 steps

1: periodic acid / diethyl ether / 3 h / 20 °C

2: magnesium sulfate / tetrahydrofuran; diethyl ether / 20 °C / Cooling with ice

3: C₂₉H₂₈F₆N₄OS / 5,5-dimethyl-1,3-cyclohexadiene / 12 h / 25 °C

With C₂₉H₂₈F₆N₄OS; magnesium sulfate; periodic acid; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; diethyl ether; 3: Michael addition;

DOI:10.1039/b905033g

Reference yield:

benzylglyoxylate (52709-42-9) → benzyl (R)-2-(nitromethyl)-4-oxo-4-phenylbutanoate (1185984-59-1)

Guidance literature:

Multi-step reaction with 2 steps

1: magnesium sulfate / tetrahydrofuran; diethyl ether / 20 °C / Cooling with ice

2: C₂₉H₂₈F₆N₄OS / 5,5-dimethyl-1,3-cyclohexadiene / 12 h / 25 °C

With C₂₉H₂₈F₆N₄OS; magnesium sulfate; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; diethyl ether; 2: Michael addition;

DOI:10.1039/b905033g

upstream raw materials:

nitromethane

(E)-benzyl 4-phenyl-4-oxo-2-butenoate

benzylglyoxylate

dibenzyl (+)-tartrate

Downstream raw materials:

benzyl (R)-3-nitro-2-[(2-phenyl-1,3-dithiolan-2-yl)methyl]propanoate

Refernces