(S)-3-((1S,4R)-3-Oxo-5-oxa-spiro[3.4]oct-1-yl)-4-phenyl-oxazolidin-2-one

Base Information

• Chemical Name: (S)-3-((1S,4R)-3-Oxo-5-oxa-spiro[3.4]oct-1-yl)-4-phenyl-oxazolidin-2-one
• CAS No.: 201680-39-9
• Molecular Formula: C₁₆H₁₇NO₄
• Molecular Weight: 287.315

Synonyms:(S)-3-((1S,4R)-3-Oxo-5-oxa-spiro[3.4]oct-1-yl)-4-phenyl-oxazolidin-2-one

Chemical Property of (S)-3-((1S,4R)-3-Oxo-5-oxa-spiro[3.4]oct-1-yl)-4-phenyl-oxazolidin-2-one

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Technology Process of (S)-3-((1S,4R)-3-Oxo-5-oxa-spiro[3.4]oct-1-yl)-4-phenyl-oxazolidin-2-one

There total 1 articles about (S)-3-((1S,4R)-3-Oxo-5-oxa-spiro[3.4]oct-1-yl)-4-phenyl-oxazolidin-2-one 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:

carbon monoxide (201230-82-2) + 3-vinyl-(S)-4-phenyl-2-oxazolidinone (128900-61-8) + 4-Chlorobutanoyl chloride (4635-59-0) → (S)-3-((1S,4S)-3-Oxo-5-oxa-spiro[3.4]oct-1-yl)-4-phenyl-oxazolidin-2-one + (S)-3-((1S,4R)-3-Oxo-5-oxa-spiro[3.4]oct-1-yl)-4-phenyl-oxazolidin-2-one (201680-39-9)

Guidance literature:

With dipotassium pentacarbonylchromate(-II); Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, -78 deg C to room temp., 2.) CH₃CN, irradiation, 90 psi, 25 deg C, 48 h;

DOI:10.1021/jo971665v

Reference yield: 93.0%

(S)-3-((1S,4R)-3-Oxo-5-oxa-spiro[3.4]oct-1-yl)-4-phenyl-oxazolidin-2-one (201680-39-9) → (S)-3-((4S,5S)-2-Oxo-1,6-dioxa-spiro[4.4]non-4-yl)-4-phenyl-oxazolidin-2-one (180153-01-9)

Guidance literature:

With lithium carbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 25 ℃;

DOI:10.1021/jo971665v

Reference yield: 63.0%

acetic acid (64-19-7,77671-22-8) + (S)-3-((1S,4R)-3-Oxo-5-oxa-spiro[3.4]oct-1-yl)-4-phenyl-oxazolidin-2-one (201680-39-9) → (S)-4-Phenyl-3-((4S,5S)-2-phenylsulfanyl-1,6-dioxa-spiro[4.4]non-4-yl)-oxazolidin-2-one

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 48h; Irradiation;

DOI:10.1021/jo971665v

upstream raw materials:

carbon monoxide

3-vinyl-(S)-4-phenyl-2-oxazolidinone

4-Chlorobutanoyl chloride

Downstream raw materials:

(S)-3-((4S,5S)-2-Oxo-1,6-dioxa-spiro[4.4]non-4-yl)-4-phenyl-oxazolidin-2-one

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