1-{(3R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-pyrrolidin-3-yl}-5-methyl-1H-pyrimidine-2,4-dione

Base Information

• Chemical Name: 1-{(3R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-pyrrolidin-3-yl}-5-methyl-1H-pyrimidine-2,4-dione
• CAS No.: 340981-89-7
• Molecular Formula: C₃₁H₃₃N₃O₅
• Molecular Weight: 527.62
• Mol file: 340981-89-7.mol

Synonyms:1-{(3R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-pyrrolidin-3-yl}-5-methyl-1H-pyrimidine-2,4-dione

Chemical Property of 1-{(3R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-pyrrolidin-3-yl}-5-methyl-1H-pyrimidine-2,4-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-{(3R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-pyrrolidin-3-yl}-5-methyl-1H-pyrimidine-2,4-dione

There total 6 articles about 1-{(3R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-pyrrolidin-3-yl}-5-methyl-1H-pyrimidine-2,4-dione 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: 98.0%

(2R,4R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pyrrolidine-1-carboxylic acid benzyl ester (340981-88-6) → 1-{(3R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-pyrrolidin-3-yl}-5-methyl-1H-pyrimidine-2,4-dione (340981-89-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; ethyl acetate;

DOI:10.1021/ol0069655

Reference yield:

N-3-benzoylthymine (4330-20-5) → 1-{(3R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-pyrrolidin-3-yl}-5-methyl-1H-pyrimidine-2,4-dione (340981-89-7)

Guidance literature:

Multi-step reaction with 4 steps

1: PPh₃; DEAD / benzene

2: LiBH₄ / tetrahydrofuran

3: pyridine

4: H₂ / Pd/C

With pyridine; lithium borohydride; hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; benzene; 1: Mitsunobu reaction;

DOI:10.1081/NCN-120022746

Reference yield:

(2R,4S)-1-benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate (79433-95-7) → 1-{(3R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-pyrrolidin-3-yl}-5-methyl-1H-pyrimidine-2,4-dione (340981-89-7)

Guidance literature:

Multi-step reaction with 4 steps

1: PPh₃; DEAD / benzene

2: LiBH₄ / tetrahydrofuran

3: pyridine

4: H₂ / Pd/C

With pyridine; lithium borohydride; hydrogen; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; benzene; 1: Mitsunobu reaction;

DOI:10.1081/NCN-120022746

upstream raw materials:

(2R,4R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pyrrolidine-1-carboxylic acid benzyl ester

4,4'-dimethoxytrityl chloride

N-3-benzoylthymine

(2R,4S)-1-benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate

Downstream raw materials:

[(2R,4R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pyrrolidin-1-yl]-acetic acid ethyl ester

[(2R,4R)-2-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pyrrolidin-1-yl]-acetic acid

2-[2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pyrrolidin-1-yl]-N-[3-hydroxy-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-acetamide

benzoic acid 2-({2-[2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pyrrolidin-1-yl]-acetylamino}-methyl)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester