2-Oxazolidinone, 3-[(2S,3R)-3-hydroxy-5-methyl-1-oxo-2-(2-propenyl)-4-hexenyl]-4-(phen ylmethyl)-, (4S)-

Base Information

• Chemical Name: 2-Oxazolidinone, 3-[(2S,3R)-3-hydroxy-5-methyl-1-oxo-2-(2-propenyl)-4-hexenyl]-4-(phen ylmethyl)-, (4S)-
• CAS No.: 843613-23-0
• Molecular Formula: C20H25NO4
• Molecular Weight: 343.423
• Mol file: 843613-23-0.mol

Synonyms:

Chemical Property of 2-Oxazolidinone, 3-[(2S,3R)-3-hydroxy-5-methyl-1-oxo-2-(2-propenyl)-4-hexenyl]-4-(phen ylmethyl)-, (4S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Oxazolidinone, 3-[(2S,3R)-3-hydroxy-5-methyl-1-oxo-2-(2-propenyl)-4-hexenyl]-4-(phen ylmethyl)-, (4S)-

There total 1 articles about 2-Oxazolidinone, 3-[(2S,3R)-3-hydroxy-5-methyl-1-oxo-2-(2-propenyl)-4-hexenyl]-4-(phen ylmethyl)-, (4S)- 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: 87.0%

3,3-dimethyl acrylaldehyde (107-86-8) + (4S)-4-benzyl-3-pent-4-enoyl-1,3-oxazolidin-2-one (104266-88-8) → (S)-3-((2S,3R)-2-Allyl-3-hydroxy-5-methyl-hex-4-enoyl)-4-benzyl-oxazolidin-2-one (843613-23-0)

Guidance literature:

With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃;

DOI:10.1016/j.tetlet.2004.12.001

Reference yield:

(S)-3-((2S,3R)-2-Allyl-3-hydroxy-5-methyl-hex-4-enoyl)-4-benzyl-oxazolidin-2-one (843613-23-0) → 4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohex-2-enone (843613-26-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium borohydride / tetrahydrofuran; methanol / 0 - 20 °C

2.1: imidazole / dimethylformamide / 0 - 20 °C

3.1: Cu(OAc)2*H₂O; O₂ / PdCl₂ / 20 °C

4.1: ozone / methanol; CH₂Cl₂ / -78 °C

4.2: 86 percent / Me₂S / methanol; CH₂Cl₂

5.1: aq. NaOH / diethyl ether; H₂O / 20 °C

5.2: MsCl; Et₃N / CH₂Cl₂ / 0 - 20 °C

With 1H-imidazole; sodium hydroxide; lithium borohydride; copper diacetate; oxygen; ozone; palladium dichloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; 3.1: Wacker oxidation;

DOI:10.1016/j.tetlet.2004.12.001

upstream raw materials:

3,3-dimethyl acrylaldehyde

(4S)-4-benzyl-3-pent-4-enoyl-1,3-oxazolidin-2-one

Downstream raw materials:

4-(tert-butyl-dimethyl-silanyloxy)-5-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohex-2-enone