(2R,4R)-2-Hydroxymethyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pyrrolidine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: (2R,4R)-2-Hydroxymethyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pyrrolidine-1-carboxylic acid benzyl ester
• CAS No.: 340981-82-0
• Molecular Formula: C₁₈H₂₁N₃O₅
• Molecular Weight: 359.382
• Mol file: 340981-82-0.mol

Synonyms:(2R,4R)-2-Hydroxymethyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property of (2R,4R)-2-Hydroxymethyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pyrrolidine-1-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4R)-2-Hydroxymethyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pyrrolidine-1-carboxylic acid benzyl ester

There total 3 articles about (2R,4R)-2-Hydroxymethyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pyrrolidine-1-carboxylic acid benzyl ester 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: 92.0%

(2R,4R)-4-(3-Benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester (340981-80-8) → (2R,4R)-2-Hydroxymethyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pyrrolidine-1-carboxylic acid benzyl ester (340981-82-0)

Guidance literature:

With lithium borohydride; In tetrahydrofuran;

DOI:10.1021/ol0069655

Reference yield:

N-3-benzoylthymine (4330-20-5) → (2R,4R)-2-Hydroxymethyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pyrrolidine-1-carboxylic acid benzyl ester (340981-82-0)

Guidance literature:

Multi-step reaction with 2 steps

1: PPh₃; DEAD / benzene

2: LiBH₄ / tetrahydrofuran

With lithium borohydride; triphenylphosphine; diethylazodicarboxylate; 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) → (2R,4R)-2-Hydroxymethyl-4-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pyrrolidine-1-carboxylic acid benzyl ester (340981-82-0)

Guidance literature:

Multi-step reaction with 2 steps

1: PPh₃; DEAD / benzene

2: LiBH₄ / tetrahydrofuran

With lithium borohydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; benzene; 1: Mitsunobu reaction;

DOI:10.1081/NCN-120022746

upstream raw materials:

(2R,4R)-4-(3-Benzoyl-5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

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)-pyrrolidine-1-carboxylic acid benzyl ester

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

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

[(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