(R)-4-Benzyl-3-[2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-oxazolidin-2-one

Base Information

• Chemical Name: (R)-4-Benzyl-3-[2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-oxazolidin-2-one
• CAS No.: 201231-65-4
• Molecular Formula: C₃₀H₂₆NO₃P
• Molecular Weight: 479.515
• Mol file: 201231-65-4.mol

Synonyms:(R)-4-Benzyl-3-[2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-oxazolidin-2-one

Chemical Property of (R)-4-Benzyl-3-[2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4-Benzyl-3-[2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-oxazolidin-2-one

There total 7 articles about (R)-4-Benzyl-3-[2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-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: 83.0%

(4R)-3-(bromoacetyl)-4-(phenylmethyl)-2-oxazolidinone (110905-24-3) + triphenylphosphine (603-35-0) → (R)-4-Benzyl-3-[2-(triphenyl-λ5-phosphanylidene)-acetyl]-oxazolidin-2-one (201231-65-4)

Guidance literature:

(4R)-3-(bromoacetyl)-4-(phenylmethyl)-2-oxazolidinone; triphenylphosphine; In dichloromethane; at 20 ℃;

With sodium hydroxide; water;

DOI:10.1055/s-2000-6508

Reference yield:

(R)-3-phenyl-2-ureido-propionic acid (54896-72-9) → (R)-4-Benzyl-3-[2-(triphenyl-λ5-phosphanylidene)-acetyl]-oxazolidin-2-one (201231-65-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 100 percent / Amberlyst-15 / 1.17 h / Heating

2.1: 70 percent / LiAlH₄ / tetrahydrofuran / 0.67 h / 20 °C

3.1: 90 percent / HCl; NaNO₂; H₂O / ethyl acetate / 0.08 h / 20 °C

4.1: 97 percent / 120 °C

5.1: 99 percent / NaBr; EtBr; 3 Angstroem molecular sieves / 1-methyl-pyrrolidin-2-one / 20 h / 65 °C

6.1: CH₂Cl₂ / 20 °C

6.2: 83 percent / NaOH; H₂O

With hydrogenchloride; lithium aluminium tetrahydride; amberlyst-15; 3 A molecular sieve; water; ethidium Bromide; sodium bromide; sodium nitrite; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; dichloromethane; ethyl acetate; 1.1: Esterification / 2.1: Reduction / 3.1: Cyclization / 4.1: Acylation / 5.1: Bromination / 6.1: Condensation / 6.2: Dehydrobromination;

DOI:10.1055/s-2000-6508

Reference yield:

(R)-4-(phenylmethyl)-2-oxazolidinone (40217-17-2,90719-32-7,120574-96-1,102029-44-7) → (R)-4-Benzyl-3-[2-(triphenyl-λ5-phosphanylidene)-acetyl]-oxazolidin-2-one (201231-65-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 97 percent / 120 °C

2.1: 99 percent / NaBr; EtBr; 3 Angstroem molecular sieves / 1-methyl-pyrrolidin-2-one / 20 h / 65 °C

3.1: CH₂Cl₂ / 20 °C

3.2: 83 percent / NaOH; H₂O

With 3 A molecular sieve; ethidium Bromide; sodium bromide; In 1-methyl-pyrrolidin-2-one; dichloromethane; 1.1: Acylation / 2.1: Bromination / 3.1: Condensation / 3.2: Dehydrobromination;

DOI:10.1055/s-2000-6508

upstream raw materials:

(4R)-3-(bromoacetyl)-4-(phenylmethyl)-2-oxazolidinone

triphenylphosphine

(R)-3-phenyl-2-ureido-propionic acid

(R)-4-(phenylmethyl)-2-oxazolidinone

Downstream raw materials:

(4R,6'S)-3-[6'-methyl-8'-(tetrahydro-2H-pyran-2-yloxy)octanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one

(4R,6'R)-3-[6'-methyl-8'-(tetrahydro-2H-pyran-2-yloxy)octanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one

(4R,2'R,6'R)-3-[2',6'-dimethyl-8'-(tetrahydro-2H-pyran-2-yloxy)octanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one

(4R,2'R,6'S)-3-[2',6'-dimethyl-8'-(tetrahydro-2H-pyran-2-yloxy)octanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one