(S)-3-<(tert-butoxycarbonyl)amino>-2-oxo-1-pyrrolidine-(S)-3-phenyl-2-propionic acid

Base Information

• Chemical Name: (S)-3-<(tert-butoxycarbonyl)amino>-2-oxo-1-pyrrolidine-(S)-3-phenyl-2-propionic acid
• CAS No.: 79839-27-3
• Molecular Formula: C₁₈H₂₄N₂O₅
• Molecular Weight: 348.399

Synonyms:(S)-3-<(tert-butoxycarbonyl)amino>-2-oxo-1-pyrrolidine-(S)-3-phenyl-2-propionic acid

Chemical Property of (S)-3-<(tert-butoxycarbonyl)amino>-2-oxo-1-pyrrolidine-(S)-3-phenyl-2-propionic acid

Chemical Property:

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Technology Process of (S)-3-<(tert-butoxycarbonyl)amino>-2-oxo-1-pyrrolidine-(S)-3-phenyl-2-propionic acid

There total 5 articles about (S)-3-<(tert-butoxycarbonyl)amino>-2-oxo-1-pyrrolidine-(S)-3-phenyl-2-propionic acid 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:

Boc-Met-Phe methyl ester methylsulfonium iodide (79839-24-0) → (S)-3-<(tert-butoxycarbonyl)amino>-2-oxo-1-pyrrolidine-(R)-3-phenyl-2-propionic acid (79839-27-3) + (S)-3-<(tert-butoxycarbonyl)amino>-2-oxo-1-pyrrolidine-(S)-3-phenyl-2-propionic acid (79839-27-3)

Guidance literature:

With sodium hydride; In dichloromethane; N,N-dimethyl-formamide; paraffin; at 0 ℃; for 2.5h;

DOI:10.1021/jo00340a023

Reference yield:

Boc-Met-Phe methyl ester methylsulfonium iodide (79839-24-0) → (S)-3-<(tert-butoxycarbonyl)amino>-2-oxo-1-pyrrolidine-(R)-3-phenyl-2-propionic acid (79839-27-3) + (S)-3-<(tert-butoxycarbonyl)amino>-2-oxo-1-pyrrolidine-(S)-3-phenyl-2-propionic acid (79839-27-3)

Guidance literature:

With sodium hydride; In dichloromethane; N,N-dimethyl-formamide; paraffin; at 0 ℃; for 2.5h;

DOI:10.1021/jo00340a023

Reference yield:

Boc-Met-Phe methyl ester methylsulfonium iodide (79839-24-0) → (S)-3-<(tert-butoxycarbonyl)amino>-2-oxo-1-pyrrolidine-(S)-3-phenyl-2-propionic acid (79839-27-3)

Guidance literature:

With sodium hydride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2006.01.102

upstream raw materials:

Boc-L-Met-L-Phe-OMe

tert-butyloxycarbonylmethionine dicyclohexylammonium salt

Boc-Met-Phe methyl ester methylsulfonium iodide

Downstream raw materials:

[(S)-1-((S)-1-Carbamoyl-2-phenyl-ethyl)-2-oxo-pyrrolidin-3-yl]-carbamic acid benzyl ester

(2S)-2-((3S)-3-{[(benzyloxy)carbonyl]amino}-2-oxopyrrolidin-1-yl)-3-phenyl-propanoic acid

(S)-2-((S)-3-Amino-2-oxo-pyrrolidin-1-yl)-3-phenyl-propionic acid

Sar-Arg-Val-Tyr-Ile-His-lactam-Phe

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