(R)-5-Benzyl-3-((R)-methoxy-phenyl-methyl)-4,5-dihydro-isoxazole

Base Information

• Chemical Name: (R)-5-Benzyl-3-((R)-methoxy-phenyl-methyl)-4,5-dihydro-isoxazole
• CAS No.: 101639-84-3
• Molecular Formula: C₁₈H₁₉NO₂
• Molecular Weight: 281.354
• Mol file: 101639-84-3.mol

Synonyms:(R)-5-Benzyl-3-((R)-methoxy-phenyl-methyl)-4,5-dihydro-isoxazole

Chemical Property of (R)-5-Benzyl-3-((R)-methoxy-phenyl-methyl)-4,5-dihydro-isoxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-5-Benzyl-3-((R)-methoxy-phenyl-methyl)-4,5-dihydro-isoxazole

There total 12 articles about (R)-5-Benzyl-3-((R)-methoxy-phenyl-methyl)-4,5-dihydro-isoxazole 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:

allylbenzene (300-57-2,57807-91-7) + O-methylmandelaldehyde oxime (96301-75-6,96301-79-0,98995-93-8,101693-97-4,101693-98-5) → 5-benzyl-4,5-dihydro-3-(α-methoxy-benzyl)-isoxazole (101639-84-3,101639-85-4)

Guidance literature:

With sodium hypochlorite; triethylamine; In dichloromethane; at 0 ℃; for 2h;

DOI:10.1016/S0040-4020(01)96704-3

Reference yield:

methyl (R)-(-)-2-methoxy-2-phenylacetate (32174-46-2) → 5-benzyl-4,5-dihydro-3-(α-methoxy-benzyl)-isoxazole (101639-84-3,101639-85-4)

Guidance literature:

Multi-step reaction with 3 steps

1: DIBAL / CH₂Cl₂; hexane / 1.) -78 deg C, 40 min, 2.) -78 to -30 deg C, 2 h

2: 91 percent / hydroxylamine hydrochloride, NaOH / ethanol; H₂O / 1.5 h / 0 °C

3: 5.34 g / Et₃N, 5.25percent Chlorox^R / CH₂Cl₂ / 2 h / 0 °C

With sodium hydroxide; sodium hypochlorite; hydroxylamine hydrochloride; diisobutylaluminium hydride; triethylamine; In ethanol; hexane; dichloromethane; water;

DOI:10.1016/S0040-4020(01)96704-3

Reference yield:

(-)-(R)-2-methoxy-2-phenylacetaldehyde (72538-27-3) → 5-benzyl-4,5-dihydro-3-(α-methoxy-benzyl)-isoxazole (101639-84-3,101639-85-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / hydroxylamine hydrochloride, NaOH / ethanol; H₂O / 1.5 h / 0 °C

2: 5.34 g / Et₃N, 5.25percent Chlorox^R / CH₂Cl₂ / 2 h / 0 °C

With sodium hydroxide; sodium hypochlorite; hydroxylamine hydrochloride; triethylamine; In ethanol; dichloromethane; water;

DOI:10.1016/S0040-4020(01)96704-3

upstream raw materials:

allylbenzene

O-methylmandelaldehyde oxime

methyl (R)-(-)-2-methoxy-2-phenylacetate

(-)-(R)-2-methoxy-2-phenylacetaldehyde

Downstream raw materials:

(S)-6-Benzyl-4-hydroxy-4-((R)-methoxy-phenyl-methyl)-[1,3]oxazinan-2-one

1,5-diphenyl-4-hydroxy-1-methoxy-2-pentanone

(4R,6S)-6-Benzyl-4-hydroxy-4-((R)-methoxy-phenyl-methyl)-[1,3]oxazinan-2-one

(4S,6R)-6-Benzyl-4-hydroxy-4-((R)-methoxy-phenyl-methyl)-[1,3]oxazinan-2-one