4-[(E)-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxo-2-butenyl]morpholine

Base Information

• Chemical Name: 4-[(E)-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxo-2-butenyl]morpholine
• CAS No.: 695177-08-3
• Molecular Formula: C₁₉H₂₅NO₄
• Molecular Weight: 331.412
• Mol file: 695177-08-3.mol

Synonyms:4-[(E)-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxo-2-butenyl]morpholine

Chemical Property of 4-[(E)-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxo-2-butenyl]morpholine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(E)-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxo-2-butenyl]morpholine

There total 2 articles about 4-[(E)-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxo-2-butenyl]morpholine 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:

diethyl (2-morpholin-4-yl-2-oxoethyl)phosphonate (71172-20-8) + ((2S,4S,6S)-6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-acetaldehyde (188924-70-1) → 4-[(E)-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxo-2-butenyl]morpholine (695177-08-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; lithium chloride; In acetonitrile; at 20 ℃;

DOI:10.1002/chem.200305709

Reference yield:

2-((2S,4R,6S)-6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-ethanol (695177-27-6) → 4-[(E)-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxo-2-butenyl]morpholine (695177-08-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 180 mg / N-methylmorpholine-N-oxide; 4 Angstroem molecular sieves; TPAP / CH₂Cl₂ / 1 h / 20 °C

2: 230 mg / LiCl; i-Pr₂NEt / acetonitrile / 20 °C

With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; N-ethyl-N,N-diisopropylamine; lithium chloride; In dichloromethane; acetonitrile;

DOI:10.1002/chem.200305709

Reference yield: 90.0%

4-[(E)-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxo-2-butenyl]morpholine (695177-08-3) → 4-[(2S,3R)-2,3-epoxy-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxobutyl]morpholine

Guidance literature:

With 4 A molecular sieve; triphenylarsineoxide; samarium(III) isopropoxide; tert.-butylhydroperoxide; (R)-1,1'-Bi-2-naphthol; In tetrahydrofuran; decane; at 20 ℃;

DOI:10.1002/chem.200305709

upstream raw materials:

diethyl (2-morpholin-4-yl-2-oxoethyl)phosphonate

((2S,4S,6S)-6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-acetaldehyde

2-((2S,4R,6S)-6-Methyl-2-phenyl-[1,3]dioxan-4-yl)-ethanol

Downstream raw materials:

4-[(2R,3S)-2,3-epoxy-4-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-1-oxobutyl]morpholine

6-(6-methyl-2-phenyl-[1,3]dioxan-4-ylmethyl)-2-phenyl-[1,3]dioxan-4-yl-acetaldehyde

ethyl (2S,4S,6S)-6-[[(2S,4S,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]methyl]-2-phenyl-1,3-dioxane-4-acetate

ethyl (4R,5S)-4,5-epoxy-6-[(2S,4R,6S)-6-methyl-2-phenyl-1,3-dioxan-4-yl]-3-oxohexanoate