(2'R,3'S,4R,4'S,5S)-(+)-3-(2'-ethyl-3'-hydroxy-4',6'-dimethyl-1'-oxohept-6'-enyl)-4-methyl-5-phenyloxazolidin-2-one

Base Information

• Chemical Name: (2'R,3'S,4R,4'S,5S)-(+)-3-(2'-ethyl-3'-hydroxy-4',6'-dimethyl-1'-oxohept-6'-enyl)-4-methyl-5-phenyloxazolidin-2-one
• CAS No.: 107691-84-9
• Molecular Formula: C₂₁H₂₉NO₄
• Molecular Weight: 359.466
• Mol file: 107691-84-9.mol

Synonyms:(2'R,3'S,4R,4'S,5S)-(+)-3-(2'-ethyl-3'-hydroxy-4',6'-dimethyl-1'-oxohept-6'-enyl)-4-methyl-5-phenyloxazolidin-2-one

Chemical Property of (2'R,3'S,4R,4'S,5S)-(+)-3-(2'-ethyl-3'-hydroxy-4',6'-dimethyl-1'-oxohept-6'-enyl)-4-methyl-5-phenyloxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2'R,3'S,4R,4'S,5S)-(+)-3-(2'-ethyl-3'-hydroxy-4',6'-dimethyl-1'-oxohept-6'-enyl)-4-methyl-5-phenyloxazolidin-2-one

There total 13 articles about (2'R,3'S,4R,4'S,5S)-(+)-3-(2'-ethyl-3'-hydroxy-4',6'-dimethyl-1'-oxohept-6'-enyl)-4-methyl-5-phenyloxazolidin-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:

(S)-(-)-2,4-dimethylpent-4-en-1-ol (82507-47-9) → (2'R,3'S,4R,4'S,5S)-(+)-3-(2'-ethyl-3'-hydroxy-4',6'-dimethyl-1'-oxohept-6'-enyl)-4-methyl-5-phenyloxazolidin-2-one (107691-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / SO₃, pyridine / dimethylsulfoxide; triethylamine / 3 h / 25 °C

2: 2.) H₂O₂ / 1.) -78 to 25 degC, 2h; 2.) MeOH, 1h, 0 degC

With pyridine; sulfur trioxide; dihydrogen peroxide; In dimethyl sulfoxide; triethylamine;

DOI:10.1016/S0040-4039(00)84784-X

Reference yield:

(2S)-2-methyl-4-pentyn-1-ol (58113-69-2,107691-93-0) → (2'R,3'S,4R,4'S,5S)-(+)-3-(2'-ethyl-3'-hydroxy-4',6'-dimethyl-1'-oxohept-6'-enyl)-4-methyl-5-phenyloxazolidin-2-one (107691-84-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / Cl₂ZrCp₂ / 1,2-dichloro-ethane / 15 h / Ambient temperature

2: 64 percent / SO₃, pyridine / dimethylsulfoxide; triethylamine / 3 h / 25 °C

3: 2.) H₂O₂ / 1.) -78 to 25 degC, 2h; 2.) MeOH, 1h, 0 degC

With pyridine; zirconocene dichloride; sulfur trioxide; dihydrogen peroxide; In dimethyl sulfoxide; 1,2-dichloro-ethane; triethylamine;

DOI:10.1016/S0040-4039(00)84784-X

Reference yield:

(RS)-2-{[(S)-2-methylpent-4-in-1-yl]oxy}-3,4,5,6-tetrahydro-2H-pyrane (107691-92-9) → (2'R,3'S,4R,4'S,5S)-(+)-3-(2'-ethyl-3'-hydroxy-4',6'-dimethyl-1'-oxohept-6'-enyl)-4-methyl-5-phenyloxazolidin-2-one (107691-84-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / Amberlite IR 118 / methanol / 15 h / Ambient temperature

2: 82 percent / Cl₂ZrCp₂ / 1,2-dichloro-ethane / 15 h / Ambient temperature

3: 64 percent / SO₃, pyridine / dimethylsulfoxide; triethylamine / 3 h / 25 °C

4: 2.) H₂O₂ / 1.) -78 to 25 degC, 2h; 2.) MeOH, 1h, 0 degC

With pyridine; zirconocene dichloride; Amberlite IR 118; sulfur trioxide; dihydrogen peroxide; In methanol; dimethyl sulfoxide; 1,2-dichloro-ethane; triethylamine;

DOI:10.1016/S0040-4039(00)84784-X

upstream raw materials:

(S)-(+)-2,4-dimethylpent-4-enal

(4R,5S)-(+)-4-methyl-3-(1'-oxobutyl)-5-phenyloxazolidin-2-one

4-methyl-5-phenyloxazolidin-2-one

(1S,2S)-2-amino-1-phenylpropanol

Downstream raw materials:

C₃₆H₆₄O₃Si₃

(2'R,2''S,3''S,4R,5S,5''R)-(+)-<2'-(3'',5''-dimethyl-6''-oxotetrahydropyran-2''-yl)-1'-oxobutyl>-4-methyl-5-phenyloxazolidin-2-one

(4R,5S)-3-[(R)-2-((2S,3S,5R)-6-Hydroxy-3,5-dimethyl-tetrahydro-pyran-2-yl)-butyryl]-4-methyl-5-phenyl-oxazolidin-2-one

(1'S,3R,5S,6S)-(+)-6-<1'-(t-butyldiphenylsilyloxymethyl)propyl>-3,5-dimethyltetrahydropyran-2-one