(2S,4S,5R)-2-<(1R)-(1-hydroxy-1-phenyl)prop-2-enyl>-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine

Base Information

• Chemical Name: (2S,4S,5R)-2-<(1R)-(1-hydroxy-1-phenyl)prop-2-enyl>-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine
• CAS No.: 156365-88-7
• Molecular Formula: C₂₄H₂₉NO₄
• Molecular Weight: 395.499

Synonyms:(2S,4S,5R)-2-<(1R)-(1-hydroxy-1-phenyl)prop-2-enyl>-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine

Chemical Property of (2S,4S,5R)-2-<(1R)-(1-hydroxy-1-phenyl)prop-2-enyl>-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine

Chemical Property:

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Technology Process of (2S,4S,5R)-2-<(1R)-(1-hydroxy-1-phenyl)prop-2-enyl>-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine

There total 4 articles about (2S,4S,5R)-2-<(1R)-(1-hydroxy-1-phenyl)prop-2-enyl>-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine 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: 69.0%

vinylmagnesium chloride (3536-96-7) + (2S,4S,5R)-4-methyl-2-(1-oxo-1-phenyl)methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine (156365-81-0) → (2S,4S,5R)-2-<(1R)-(1-hydroxy-1-phenyl)prop-2-enyl>-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine (156365-88-7)

Guidance literature:

In tetrahydrofuran; at 0 ℃;

DOI:10.1016/S0040-4039(00)76893-6

Reference yield:

phenylglyoxal hydrate (1074-12-0) → (2S,4S,5R)-2-<(1R)-(1-hydroxy-1-phenyl)prop-2-enyl>-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine (156365-88-7)

Guidance literature:

Multi-step reaction with 3 steps

1: molecular sieves 4A / CH₂Cl₂ / 0.5 h / Ambient temperature

2: ethyl acetate / 1.5 h / Heating

3: 69 percent / tetrahydrofuran / 0 °C

With 4 A molecular sieve; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1016/S0040-4039(00)76893-6

Reference yield:

(1R,2S)-norephedrine (492-41-1,58550-13-3,757124-50-8) → (2S,4S,5R)-2-<(1R)-(1-hydroxy-1-phenyl)prop-2-enyl>-4-methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine (156365-88-7)

Guidance literature:

Multi-step reaction with 3 steps

1: molecular sieves 4A / CH₂Cl₂ / 0.5 h / Ambient temperature

2: ethyl acetate / 1.5 h / Heating

3: 69 percent / tetrahydrofuran / 0 °C

With 4 A molecular sieve; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1016/S0040-4039(00)76893-6

upstream raw materials:

vinylmagnesium chloride

(2S,4S,5R)-4-methyl-2-(1-oxo-1-phenyl)methyl-5-phenyl-3-tert-butoxycarbonyloxazolidine

phenylglyoxal hydrate

(1R,2S)-norephedrine

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