2-Oxazolidinone, 3-[(2S,3E)-2-[(1S,2R)-1-hydroxy-2-[(4-methoxyphenyl)methoxy]-3-buten yl]-3,7-dimethyl-1-oxo-3,6-octadienyl]-4-(phenylmethyl)-, (4R)-

Base Information

• Chemical Name: 2-Oxazolidinone, 3-[(2S,3E)-2-[(1S,2R)-1-hydroxy-2-[(4-methoxyphenyl)methoxy]-3-buten yl]-3,7-dimethyl-1-oxo-3,6-octadienyl]-4-(phenylmethyl)-, (4R)-
• CAS No.: 364337-21-3
• Molecular Formula: C32H39NO6
• Molecular Weight: 533.665
• Mol file: 364337-21-3.mol

Synonyms:

Chemical Property of 2-Oxazolidinone, 3-[(2S,3E)-2-[(1S,2R)-1-hydroxy-2-[(4-methoxyphenyl)methoxy]-3-buten yl]-3,7-dimethyl-1-oxo-3,6-octadienyl]-4-(phenylmethyl)-, (4R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Oxazolidinone, 3-[(2S,3E)-2-[(1S,2R)-1-hydroxy-2-[(4-methoxyphenyl)methoxy]-3-buten yl]-3,7-dimethyl-1-oxo-3,6-octadienyl]-4-(phenylmethyl)-, (4R)-

There total 10 articles about 2-Oxazolidinone, 3-[(2S,3E)-2-[(1S,2R)-1-hydroxy-2-[(4-methoxyphenyl)methoxy]-3-buten yl]-3,7-dimethyl-1-oxo-3,6-octadienyl]-4-(phenylmethyl)-, (4R)- 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:

(R)-4-Benzyl-3-{(E)-(S)-2-[(1S,2R)-1-hydroxy-2-(4-methoxy-benzyloxy)-4-phenylselanyl-butyl]-3,7-dimethyl-octa-3,6-dienoyl}-oxazolidin-2-one (1054617-67-2) → (4R)-4-benzyl-3-{(2S)-2-[(1S,2R)-1-hydroxy-2-p-methoxybenzyloxy-but-3-enyl]-3,7-dimethyloct-3,6-dienoyl}-oxazolidin-2-one (364337-21-3)

Guidance literature:

With tetrabutylammonium periodite; In chloroform; at 60 ℃; for 2h;

DOI:10.1021/ol016343z

Reference yield:

2,6-dimethyl-2,5-octadien-8-ol (16750-94-0) → (4R)-4-benzyl-3-{(2S)-2-[(1S,2R)-1-hydroxy-2-p-methoxybenzyloxy-but-3-enyl]-3,7-dimethyloct-3,6-dienoyl}-oxazolidin-2-one (364337-21-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 35 percent / CrO₃; sulfuric acid / H₂O; acetone / 0.25 h / 0 °C

2.1: triethylamine / tetrahydrofuran / 0.5 h / -78 - 0 °C

3.1: 188 mg / tetrahydrofuran; hexane / 0.33 h / -78 °C

4.1: LDA / tetrahydrofuran; hexane / 0.75 h / -78 °C

4.2: tetrahydrofuran; hexane / 0.75 h / -78 °C

5.1: 4.61 g / tetrabutylammonium periodate / CHCl₃ / 2 h / 60 °C

With chromium(VI) oxide; sulfuric acid; tetrabutylammonium periodite; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane; chloroform; water; acetone;

DOI:10.1021/ol016343z

Reference yield:

(R)-4-benzyl-2-oxazolidinone lithium salt (372504-89-7) → (4R)-4-benzyl-3-{(2S)-2-[(1S,2R)-1-hydroxy-2-p-methoxybenzyloxy-but-3-enyl]-3,7-dimethyloct-3,6-dienoyl}-oxazolidin-2-one (364337-21-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 188 mg / tetrahydrofuran; hexane / 0.33 h / -78 °C

2.1: LDA / tetrahydrofuran; hexane / 0.75 h / -78 °C

2.2: tetrahydrofuran; hexane / 0.75 h / -78 °C

3.1: 4.61 g / tetrabutylammonium periodate / CHCl₃ / 2 h / 60 °C

With tetrabutylammonium periodite; lithium diisopropyl amide; In tetrahydrofuran; hexane; chloroform;

DOI:10.1021/ol016343z

upstream raw materials:

(R)-4-Benzyl-3-{(E)-(S)-2-[(1S,2R)-1-hydroxy-2-(4-methoxy-benzyloxy)-4-phenylselanyl-butyl]-3,7-dimethyl-octa-3,6-dienoyl}-oxazolidin-2-one

2,6-dimethyl-2,5-octadien-8-ol

(R)-4-benzyl-2-oxazolidinone lithium salt

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

Downstream raw materials:

(2S)-2-[(1S,2R)-1-hydroxy-2-p-methoxybenzyloxy-but-3-enyl]-3,7-dimethyloct-3,6-dienoic acid methoxy-N-methyl-amide

(3R,4S,5S,6R)-4-[(E)-1,5-dimethyl-hex-1,4-dienyl]-5-hydroxy-6-p-methoxybenzyloxy-1-oxaspiro[2.5]octane

(4R,5S,6S)-4-p-methoxybenzyloxy-5-trimethylsilyloxy-6-[(E)-1,5-dimethyl-hex-1,4-dienyl]-cyclohex-2-enone

(2S,3S,4R)-2-[(E)-1,5-dimethyl-hex-1,4-dienyl]-4-p-methoxybenzyloxy-3-trimethylsilyloxy-cyclohexanone