((3aS,5R,6S,6aR)-6-hydroxy-2-oxo-4-((S)-1-phenylethyl)hexahydro-2H-furo[3,2-b]pyrrol-5-yl)methyl acetate

Base Information

• Chemical Name: ((3aS,5R,6S,6aR)-6-hydroxy-2-oxo-4-((S)-1-phenylethyl)hexahydro-2H-furo[3,2-b]pyrrol-5-yl)methyl acetate
• CAS No.: 1438281-05-0
• Molecular Formula: C₁₇H₂₁NO₅
• Molecular Weight: 319.357

Synonyms:((3aS,5R,6S,6aR)-6-hydroxy-2-oxo-4-((S)-1-phenylethyl)hexahydro-2H-furo[3,2-b]pyrrol-5-yl)methyl acetate

Chemical Property of ((3aS,5R,6S,6aR)-6-hydroxy-2-oxo-4-((S)-1-phenylethyl)hexahydro-2H-furo[3,2-b]pyrrol-5-yl)methyl acetate

Chemical Property:

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Technology Process of ((3aS,5R,6S,6aR)-6-hydroxy-2-oxo-4-((S)-1-phenylethyl)hexahydro-2H-furo[3,2-b]pyrrol-5-yl)methyl acetate

There total 2 articles about ((3aS,5R,6S,6aR)-6-hydroxy-2-oxo-4-((S)-1-phenylethyl)hexahydro-2H-furo[3,2-b]pyrrol-5-yl)methyl acetate 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: 100.0%

(R)-5-((S)-hydroxy((R)-1-((S)-1-phenylethyl)aziridin-2-yl)methyl)-furan-2(5H)-one (1438281-01-6) + acetic acid (64-19-7,77671-22-8) → ((3aS,5R,6S,6aR)-6-hydroxy-2-oxo-4-((S)-1-phenylethyl)hexahydro-2H-furo[3,2-b]pyrrol-5-yl)methyl acetate (1438281-05-0)

Guidance literature:

In dichloromethane; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1039/c3ob27390c

Reference yield:

(R)-1-((S)-1-phenylethyl)aziridine-2-carbaldehyde (182370-58-7) → ((3aS,5R,6S,6aR)-6-hydroxy-2-oxo-4-((S)-1-phenylethyl)hexahydro-2H-furo[3,2-b]pyrrol-5-yl)methyl acetate (1438281-05-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: zinc dibromide / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

1.2: 1.5 h / 0 °C / Inert atmosphere

2.1: dichloromethane / 15 h / 20 °C / Inert atmosphere

With zinc dibromide; In tetrahydrofuran; dichloromethane;

DOI:10.1039/c3ob27390c

Reference yield:

((3aS,5R,6S,6aR)-6-hydroxy-2-oxo-4-((S)-1-phenylethyl)hexahydro-2H-furo[3,2-b]pyrrol-5-yl)methyl acetate (1438281-05-0) + 4-nitro-benzoic acid (62-23-7) → C24H24N2O8

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In toluene; at 100 ℃; for 5h; Inert atmosphere;

DOI:10.1039/c3ob27390c

upstream raw materials:

(R)-1-((S)-1-phenylethyl)aziridine-2-carbaldehyde

(R)-5-((S)-hydroxy((R)-1-((S)-1-phenylethyl)aziridin-2-yl)methyl)-furan-2(5H)-one

acetic acid

Downstream raw materials:

(2S,3R,4R,5R)-2-(2-hydroxyethyl)-5-(hydroxymethyl)-1-((S)-1-phenylethyl)pyrrolidine-3,4-diol

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