(R)-3-[4-(4-ethoxy-4-oxo-4λ5-[1,4]azaphosphinan-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one

Base Information

• Chemical Name: (R)-3-[4-(4-ethoxy-4-oxo-4λ5-[1,4]azaphosphinan-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one
• CAS No.: 1042425-98-8
• Molecular Formula: C₁₆H₂₂FN₂O₅P
• Molecular Weight: 372.333
• Mol file: 1042425-98-8.mol

Synonyms:(R)-3-[4-(4-ethoxy-4-oxo-4λ5-[1,4]azaphosphinan-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one

Chemical Property of (R)-3-[4-(4-ethoxy-4-oxo-4λ5-[1,4]azaphosphinan-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-[4-(4-ethoxy-4-oxo-4λ5-[1,4]azaphosphinan-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one

There total 6 articles about (R)-3-[4-(4-ethoxy-4-oxo-4λ5-[1,4]azaphosphinan-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-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: 53.1%

[4-(4-ethoxy-4-oxo-4λ5-[1,4]azaphosphinan-1-yl)-3-fluoro-phenyl]-carbamic acid benzyl ester (1042425-96-6) + (R)-glycidyl butyrate (60456-26-0) → (R)-3-[4-(4-ethoxy-4-oxo-4λ5-[1,4]azaphosphinan-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one (1042425-98-8)

Guidance literature:

[4-(4-ethoxy-4-oxo-4λ5-[1,4]azaphosphinan-1-yl)-3-fluoro-phenyl]-carbamic acid benzyl ester; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

(R)-glycidyl butyrate; In tetrahydrofuran; at -78 - 20 ℃; for 13h;

Reference yield:

4-ethoxy-[1,4]azaphosphinane 4-oxide (1042425-93-3) → (R)-3-[4-(4-ethoxy-4-oxo-4λ5-[1,4]azaphosphinan-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one (1042425-98-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 24 h / 80 °C

2.1: hydrogen / palladium 10% on activated carbon / methanol / 3 h / 20 °C

3.1: sodium hydrogencarbonate / water; acetone; toluene / 2 h / 0 °C

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

4.2: 13 h / -78 - 20 °C

With n-butyllithium; hydrogen; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In tetrahydrofuran; methanol; water; acetone; toluene; acetonitrile;

Reference yield:

4-ethoxy-1-(2-fluoro-4-nitro-phenyl)-[1,4]azaphosphinane 4-oxide (1042425-94-4) → (R)-3-[4-(4-ethoxy-4-oxo-4λ5-[1,4]azaphosphinan-1-yl)-3-fluoro-phenyl]-5-hydroxymethyl-oxazolidin-2-one (1042425-98-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrogen / palladium 10% on activated carbon / methanol / 3 h / 20 °C

2.1: sodium hydrogencarbonate / water; acetone; toluene / 2 h / 0 °C

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

3.2: 13 h / -78 - 20 °C

With n-butyllithium; hydrogen; sodium hydrogencarbonate; palladium 10% on activated carbon; In tetrahydrofuran; methanol; water; acetone; toluene;

upstream raw materials:

[4-(4-ethoxy-4-oxo-4λ5-[1,4]azaphosphinan-1-yl)-3-fluoro-phenyl]-carbamic acid benzyl ester

(R)-glycidyl butyrate

4-ethoxy-[1,4]azaphosphinane 4-oxide

1-benzyl-4-ethoxy-1,4lambda5-azaphosphinane 4-oxide

Downstream raw materials:

methanesulfonic acid (R)-3-[4-(4-ethoxy-4-oxo-4λ5-[1,4]azaphosphinan-1-yl)-3-fluoro-phenyl-2-oxo-oxazolin-5-yl]methyl ester

(R)-5-azidomethyl-3-[4-(4-ethoxy-4-oxo-4λ5-[1,4]-azaphosphinan-1-yl)-3-fluoro-phenyl]-oxazolidin-2-one

(S)-N-{3-[3-fluoro-4-(4-methoxy-4-oxo-4λ5-[1,4]azaphosphinan-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl}-acetamide

(S)-N-{3-[3-fluoro-4-(4-hydroxy-4-oxo-4λ5-[1,4]azaphosphinan-1-yl)-phenyl]-2-oxo-oxazolidin-5-ylmethyl }-acetamide