4(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-3-oxo-2-isoxazolidine

Base Information

• Chemical Name: 4(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-3-oxo-2-isoxazolidine
• CAS No.: 146349-35-1
• Molecular Formula: C₁₆H₁₉N₃O₅
• Molecular Weight: 333.344

Synonyms:4(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-3-oxo-2-isoxazolidine

Chemical Property of 4(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-3-oxo-2-isoxazolidine

Chemical Property:

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Technology Process of 4(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-3-oxo-2-isoxazolidine

There total 2 articles about 4(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-3-oxo-2-isoxazolidine 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:

N-Benzyloxycarbonyl-L-proline (1148-11-4) → 4(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-3-oxo-2-isoxazolidine (146349-35-1)

Guidance literature:

Multi-step reaction with 2 steps

1: N-methylmorpholine / tetrahydrofuran; CCl₄ / 0.33 h / -20 °C

2: tetrahydrofuran; CH₂Cl₂ / a) -25 deg C, 30 min, b) RT, 15 h

With 4-methyl-morpholine; In tetrahydrofuran; tetrachloromethane; dichloromethane;

DOI:10.1021/jm00054a010

Reference yield:

Cbz-L-Pro-OCO2-i-Bu (105414-01-5,102988-94-3) + (R)-4-(Trimethylsilanyl-amino)-isoxazolidin-3-one → 4(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-3-oxo-2-isoxazolidine (146349-35-1)

Guidance literature:

In tetrahydrofuran; dichloromethane; Yield given; a) -25 deg C, 30 min, b) RT, 15 h;

DOI:10.1021/jm00054a010

Reference yield: 63.8%

bromo-acetic acid amide (683-57-8) + 4(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-3-oxo-2-isoxazolidine (146349-35-1) → 4(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-3-oxo-2-isoxazolidineacetamide (146349-36-2)

Guidance literature:

With triethylamine; In tetrahydrofuran; for 20h; Ambient temperature;

DOI:10.1021/jm00054a010

upstream raw materials:

Cbz-L-Pro-OCO₂-i-Bu

N-Benzyloxycarbonyl-L-proline

Downstream raw materials:

4(R)-<<<1-(benzyloxycarbonyl)-2(S)-pyrrolidinyl>carbonyl>amino>-3-oxo-2-isoxazolidineacetamide

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