5-(3-benzyloxy-propyl)-5-hydroxy-1-(4-methoxy-benzyl)-pyrrolidin-2-one

Base Information

• Chemical Name: 5-(3-benzyloxy-propyl)-5-hydroxy-1-(4-methoxy-benzyl)-pyrrolidin-2-one
• CAS No.: 406713-93-7
• Molecular Formula: C₂₂H₂₇NO₄
• Molecular Weight: 369.461
• Mol file: 406713-93-7.mol

Synonyms:5-(3-benzyloxy-propyl)-5-hydroxy-1-(4-methoxy-benzyl)-pyrrolidin-2-one

Chemical Property of 5-(3-benzyloxy-propyl)-5-hydroxy-1-(4-methoxy-benzyl)-pyrrolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(3-benzyloxy-propyl)-5-hydroxy-1-(4-methoxy-benzyl)-pyrrolidin-2-one

There total 1 articles about 5-(3-benzyloxy-propyl)-5-hydroxy-1-(4-methoxy-benzyl)-pyrrolidin-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:

1-[(3-bromopropoxy)methyl]-benzene (54314-84-0) + 1-[(4-methoxyphenyl)methyl]-2,5-pyrrolidinedione (108640-66-0) → 5-(3-benzyloxy-propyl)-5-hydroxy-1-(4-methoxy-benzyl)-pyrrolidin-2-one (406713-93-7)

Guidance literature:

1-[(3-bromopropoxy)methyl]-benzene; With iodine; magnesium; In diethyl ether; for 1.33333h;

1-[(4-methoxyphenyl)methyl]-2,5-pyrrolidinedione; In diethyl ether; for 0.5h; Heating;

DOI:10.1016/S0040-4020(01)01138-3

Reference yield: 86.0%

5-(3-benzyloxy-propyl)-5-hydroxy-1-(4-methoxy-benzyl)-pyrrolidin-2-one (406713-93-7) → 5-[3-Benzyloxy-prop-(Z)-ylidene]-1-(4-methoxy-benzyl)-pyrrolidin-2-one

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃;

DOI:10.1016/S0040-4020(01)01138-3

Reference yield:

5-(3-benzyloxy-propyl)-5-hydroxy-1-(4-methoxy-benzyl)-pyrrolidin-2-one (406713-93-7) → (5R,6S)-4-Methoxy-7-(4-methoxy-benzyl)-3-methyl-1-oxa-7-aza-dispiro[4.0.4.3]tridec-3-ene-2,8,13-trione

Guidance literature:

Multi-step reaction with 6 steps

1: 8.96 g / PPTS / 1.5 h / 20 °C

2: 90 percent / hydrogen / 10 percent Pd/C / methanol / 5 h / 20 °C

3: 82 percent / BF₃*Et₂O / CH₂Cl₂ / 0.67 h / 20 °C

4: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / 1 h / -60 - 0 °C

5: DBU / CH₂Cl₂ / 20 °C

6: DMSO; oxalyl chloride; Et₃N / CH₂Cl₂ / 1 h / -60 - 0 °C

With oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; pyridinium p-toluenesulfonate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; 4: Swern oxidation / 6: Swern oxidation;

DOI:10.1016/S0040-4020(01)01138-3

upstream raw materials:

1-[(3-bromopropoxy)methyl]-benzene

1-[(4-methoxyphenyl)methyl]-2,5-pyrrolidinedione

Downstream raw materials:

5-(3-benzyloxy-propyl)-5-methoxy-1-(4-methoxy-benzyl)-pyrrolidin-2-one

6-(4-methoxy-benzyl)-1-oxa-6-aza-spiro[4.4]nonan-7-one

5-(3-hydroxy-propyl)-1-(4-methoxy-benzyl)-5-(3-methoxy-4-methyl-5-oxo-2,5-dihydro-furan-2-yl)-pyrrolidin-2-one