(5R)-5-((1H-1,2,3-triazol-1-yl)methyl)-3-(3-fluoro-4-(5-oxohexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)oxazolidin-2-one

Base Information

• Chemical Name: (5R)-5-((1H-1,2,3-triazol-1-yl)methyl)-3-(3-fluoro-4-(5-oxohexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)oxazolidin-2-one
• CAS No.: 1395322-95-8
• Molecular Formula: C₁₉H₂₀FN₅O₃
• Molecular Weight: 385.398
• Mol file: 1395322-95-8.mol

Synonyms:(5R)-5-((1H-1,2,3-triazol-1-yl)methyl)-3-(3-fluoro-4-(5-oxohexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)oxazolidin-2-one

Chemical Property of (5R)-5-((1H-1,2,3-triazol-1-yl)methyl)-3-(3-fluoro-4-(5-oxohexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R)-5-((1H-1,2,3-triazol-1-yl)methyl)-3-(3-fluoro-4-(5-oxohexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)oxazolidin-2-one

There total 10 articles about (5R)-5-((1H-1,2,3-triazol-1-yl)methyl)-3-(3-fluoro-4-(5-oxohexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)oxazolidin-2-one 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%

(5R)-5-((1H-1,2,3-triazol-1-yl)methyl)-3-(3-fluoro-4-(tetrahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]-2(3H)-yl)phenyl)oxazolidin-2-one (1395322-93-6) → (5R)-5-((1H-1,2,3-triazol-1-yl)methyl)-3-(3-fluoro-4-(5-oxohexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)oxazolidin-2-one (1395322-95-8)

Guidance literature:

With toluene-4-sulfonic acid; In water; acetone; for 6h; Reflux;

DOI:10.1111/j.1747-0285.2012.01404.x

Reference yield: 98.0%

→ (5R)-5-((1H-1,2,3-triazol-1-yl)methyl)-3-(3-fluoro-4-(5-oxohexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)oxazolidin-2-one (1395322-95-8)

Guidance literature:

With toluene-4-sulfonic acid; In water; acetone; for 6h; Reflux;

Reference yield:

2-(2-fluoro-4-nitrophenyl)-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane] (1395322-87-8) → (5R)-5-((1H-1,2,3-triazol-1-yl)methyl)-3-(3-fluoro-4-(5-oxohexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)oxazolidin-2-one (1395322-95-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 6 h / 20 °C

2.1: sodium hydrogencarbonate / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

3.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C

3.2: 12 h / -78 - 20 °C

4.1: triethylamine / dichloromethane / 4 h / 0 - 20 °C

5.1: sodium azide / N,N-dimethyl-formamide / 4 h / 80 °C

6.1: 48 h / Reflux

7.1: toluene-4-sulfonic acid / water; acetone / 6 h / Reflux

With n-butyllithium; sodium azide; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;

DOI:10.1111/j.1747-0285.2012.01404.x

upstream raw materials:

2-(2-fluoro-4-nitrophenyl)-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

(5R)-3-(3-fluoro-4-(tetrahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]-2(3H)-yl)phenyl)-5-(hydroxymethyl)oxazolidin-2-one

2-[2-fluoro-4-[(5R)-5-[[(methylsulfonyl)oxy]methyl]-2-oxo-3-oxazolidinyl]phenyl]-hexahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]

(5R)-5-(azidomethyl)-3-(3-fluoro-4-(tetrahydro-1H-spiro[cyclopenta[c]pyrrole-5,2'-[1,3]dioxolane]-2(3H)-yl)phenyl)-oxazolidin-2-one

Downstream raw materials:

(5R)-5-((1H-1,2,3-triazol-1-yl)methyl)-3-(3-fluoro-4-(5-(hydroxyimino)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)oxazolidin-2-one

(5R)-5-((1H-1,2,3-triazol-1-yl)methyl)-3-(3-fluoro-4-(5-(methoxyimino)hexahydrocyclopenta[c]pyrrol-2(1H)-yl)phenyl)oxazolidin-2-one

(5R)-3-[4-(5-cyano-5-trimethylsilanyloxyhexahydrocyclopenta[c]pyrrol-2-yl)-3-fluorophenyl]-5-(1,2,3-triazol-1-ylmethyl)oxazolidin-2-one

2-(2-(4-((R)-5-((1H-1,2,3-triazol-1-yl)methyl)-2-oxo-oxazolidin-3-yl)-2-fluorophenyl)hexahydrocyclopenta[c]pyrrol-5(1H)-ylidene)acetonitrile