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

Base Information

• Chemical Name: (4R,2'R,6'S)-3-[2',6'-dimethyl-8'-(tetrahydro-2H-pyran-2-yloxy)octanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one
• CAS No.: 922174-47-8
• Molecular Formula: C₂₅H₃₇NO₅
• Molecular Weight: 431.572
• Mol file: 922174-47-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about (4R,2'R,6'S)-3-[2',6'-dimethyl-8'-(tetrahydro-2H-pyran-2-yloxy)octanoyl]-4-phenylmethyl-1,3-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,6'S)-3-[6'-methyl-8'-(tetrahydro-2H-pyran-2-yloxy)octanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one (922174-41-2) + methyl iodide (74-88-4) → (4R,2'R,6'S)-3-[2',6'-dimethyl-8'-(tetrahydro-2H-pyran-2-yloxy)octanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one (922174-47-8)

Guidance literature:

(4R,6'S)-3-[6'-methyl-8'-(tetrahydro-2H-pyran-2-yloxy)octanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.5h;

methyl iodide; In tetrahydrofuran; at -78 ℃; Further stages.;

DOI:10.1271/bbb.69.2401

Reference yield:

C6H5CH2C3H3NO2COCHCH(CH2)2CHCH3CH2CH2OC5H9O → (4R,2'R,6'S)-3-[2',6'-dimethyl-8'-(tetrahydro-2H-pyran-2-yloxy)octanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one (922174-47-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 15.2 g / H₂ / Pd-C / ethyl acetate / 2 h

2.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C

2.2: 83 percent / tetrahydrofuran / -78 °C

With hydrogen; sodium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate;

DOI:10.1271/bbb.69.2401

Reference yield:

(S)-4-Methyl-6-(tetrahydro-pyran-2-yloxy)-hexanal (137765-95-8) → (4R,2'R,6'S)-3-[2',6'-dimethyl-8'-(tetrahydro-2H-pyran-2-yloxy)octanoyl]-4-phenylmethyl-1,3-oxazolidin-2-one (922174-47-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: benzene / 96 h / 60 °C

2.1: 15.2 g / H₂ / Pd-C / ethyl acetate / 2 h

3.1: NaHMDS / tetrahydrofuran / 0.5 h / -78 °C

3.2: 83 percent / tetrahydrofuran / -78 °C

With hydrogen; sodium hexamethyldisilazane; palladium on activated charcoal; In tetrahydrofuran; ethyl acetate; benzene; 1.1: Wittig reaction;

DOI:10.1271/bbb.69.2401

upstream raw materials:

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

methyl iodide

(S)-4-Methyl-6-(tetrahydro-pyran-2-yloxy)-hexanal

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

Downstream raw materials:

(4R,2'R,6'S)-3-(2',6'-dimethyl-7'-carboxyheptanoyl)-4-phenylmethyl-1,3-oxazolidin-2-one