(R)-N-((1R,2R)-3-((S)-4-benzyl-5,5-dimethyl-2-oxooxazolidin-3-yl)-1-(cinnolin-3-yl)-2-methyl-3-oxopropyl)-2-methylpropane-2-sulfinamide

Base Information

• Chemical Name: (R)-N-((1R,2R)-3-((S)-4-benzyl-5,5-dimethyl-2-oxooxazolidin-3-yl)-1-(cinnolin-3-yl)-2-methyl-3-oxopropyl)-2-methylpropane-2-sulfinamide
• CAS No.: 1421236-89-6
• Molecular Formula: C₂₈H₃₄N₄O₄S
• Molecular Weight: 522.668
• Mol file: 1421236-89-6.mol

Synonyms:(R)-N-((1R,2R)-3-((S)-4-benzyl-5,5-dimethyl-2-oxooxazolidin-3-yl)-1-(cinnolin-3-yl)-2-methyl-3-oxopropyl)-2-methylpropane-2-sulfinamide

Chemical Property of (R)-N-((1R,2R)-3-((S)-4-benzyl-5,5-dimethyl-2-oxooxazolidin-3-yl)-1-(cinnolin-3-yl)-2-methyl-3-oxopropyl)-2-methylpropane-2-sulfinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-N-((1R,2R)-3-((S)-4-benzyl-5,5-dimethyl-2-oxooxazolidin-3-yl)-1-(cinnolin-3-yl)-2-methyl-3-oxopropyl)-2-methylpropane-2-sulfinamide

There total 3 articles about (R)-N-((1R,2R)-3-((S)-4-benzyl-5,5-dimethyl-2-oxooxazolidin-3-yl)-1-(cinnolin-3-yl)-2-methyl-3-oxopropyl)-2-methylpropane-2-sulfinamide 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: 84.0%

(R,E)-N-(cinnolin-3-ylmethylene)-2-methylpropane-2-sulfinamide (1421236-65-8) + (S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one (168297-93-6) → (R)-N-((1R,2R)-3-((S)-4-benzyl-5,5-dimethyl-2-oxooxazolidin-3-yl)-1-(cinnolin-3-yl)-2-methyl-3-oxopropyl)-2-methylpropane-2-sulfinamide (1421236-89-6)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ol3033785

Reference yield:

(S)-4-benzyl-5,5-dimethyloxazolidin-2-one (168297-85-6,352438-06-3) → (R)-N-((1R,2R)-3-((S)-4-benzyl-5,5-dimethyl-2-oxooxazolidin-3-yl)-1-(cinnolin-3-yl)-2-methyl-3-oxopropyl)-2-methylpropane-2-sulfinamide (1421236-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2: sodium hexamethyldisilazane / tetrahydrofuran / -78 °C / Inert atmosphere

With n-butyllithium; sodium hexamethyldisilazane; In tetrahydrofuran; hexane;

DOI:10.1021/ol3033785

Reference yield:

cinnoline-3-carboxaldehyde (51073-57-5) → (R)-N-((1R,2R)-3-((S)-4-benzyl-5,5-dimethyl-2-oxooxazolidin-3-yl)-1-(cinnolin-3-yl)-2-methyl-3-oxopropyl)-2-methylpropane-2-sulfinamide (1421236-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate / dichloromethane / 20 °C / Inert atmosphere

2: sodium hexamethyldisilazane / tetrahydrofuran / -78 °C / Inert atmosphere

With sodium hexamethyldisilazane; caesium carbonate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ol3033785

upstream raw materials:

(R,E)-N-(cinnolin-3-ylmethylene)-2-methylpropane-2-sulfinamide

(S)-4-benzyl-5,5-dimethyl-3-propanoyl-1,3-oxazolidin-2-one

cinnoline-3-carboxaldehyde

(S)-4-benzyl-5,5-dimethyloxazolidin-2-one