diethyl [N-benzoyl-(2S)-methoxycarbonylpyrrolidin-5-yl]phosphonate

Base Information

• Chemical Name: diethyl [N-benzoyl-(2S)-methoxycarbonylpyrrolidin-5-yl]phosphonate
• CAS No.: 1346907-17-2
• Molecular Formula: C₁₇H₂₄NO₆P
• Molecular Weight: 369.354
• Mol file: 1346907-17-2.mol

Synonyms:diethyl [N-benzoyl-(2S)-methoxycarbonylpyrrolidin-5-yl]phosphonate

Chemical Property of diethyl [N-benzoyl-(2S)-methoxycarbonylpyrrolidin-5-yl]phosphonate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of diethyl [N-benzoyl-(2S)-methoxycarbonylpyrrolidin-5-yl]phosphonate

There total 4 articles about diethyl [N-benzoyl-(2S)-methoxycarbonylpyrrolidin-5-yl]phosphonate 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-Benzoyl-2-methoxy-5-(methoxycarbonyl)pyrrolidine (195727-70-9) + triethyl phosphite (122-52-1) → diethyl [(5R)-N-benzoyl-(2S)-methoxycarbonylpyrrolidin-5-yl]phosphonate (1338382-31-2) + diethyl [N-benzoyl-(2S)-methoxycarbonylpyrrolidin-5-yl]phosphonate (1346907-17-2)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 12h; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2011.09.080

Reference yield:

diethyl [(5S)-N-benzyloxycarbonyl-(2S)-methoxycarbonylpyrrolidin-5-yl]phosphonate (1335012-32-2) → diethyl [N-benzoyl-(2S)-methoxycarbonylpyrrolidin-5-yl]phosphonate (1346907-17-2)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / tetrahydrofuran; water

With hydrogen; In tetrahydrofuran; water;

DOI:10.1016/j.tet.2011.09.080

Reference yield:

(5S)-2-Methoxy-1-[(benzyloxy)carbonyl]-5-methoxycarbonylpyrrolidine (214072-10-3) → diethyl [N-benzoyl-(2S)-methoxycarbonylpyrrolidin-5-yl]phosphonate (1346907-17-2)

Guidance literature:

Multi-step reaction with 3 steps

1: boron trifluoride diethyl etherate / dichloromethane / 12 h / 20 °C / Inert atmosphere

2: hydrogen / tetrahydrofuran; water

With boron trifluoride diethyl etherate; hydrogen; In tetrahydrofuran; dichloromethane; water; 1: Arbuzov reaction;

DOI:10.1016/j.tet.2011.09.080

upstream raw materials:

diethyl [(5S)-N-benzyloxycarbonyl-(2S)-methoxycarbonylpyrrolidin-5-yl]phosphonate

benzoyl chloride

1-Benzoyl-2-methoxy-5-(methoxycarbonyl)pyrrolidine

triethyl phosphite