Benzoic acid (S)-1-((R)-3-allyl-2-oxo-oxazolidin-4-yl)-allyl ester

Base Information

• Chemical Name: Benzoic acid (S)-1-((R)-3-allyl-2-oxo-oxazolidin-4-yl)-allyl ester
• CAS No.: 791608-14-5
• Molecular Formula: C₁₆H₁₇NO₄
• Molecular Weight: 287.315
• Mol file: 791608-14-5.mol

Synonyms:Benzoic acid (S)-1-((R)-3-allyl-2-oxo-oxazolidin-4-yl)-allyl ester

Chemical Property of Benzoic acid (S)-1-((R)-3-allyl-2-oxo-oxazolidin-4-yl)-allyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzoic acid (S)-1-((R)-3-allyl-2-oxo-oxazolidin-4-yl)-allyl ester

There total 4 articles about Benzoic acid (S)-1-((R)-3-allyl-2-oxo-oxazolidin-4-yl)-allyl ester 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: 81.0%

(S)-1-[(R)-2-oxooxazolidin-4-yl]allyl benzoate (791607-96-0) + allyl bromide (106-95-6) → Benzoic acid (S)-1-((R)-3-allyl-2-oxo-oxazolidin-4-yl)-allyl ester (791608-14-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1002/anie.200453863

Reference yield:

(E)-2,4-pentadien-1-ol (4949-20-6,52192-01-5) → Benzoic acid (S)-1-((R)-3-allyl-2-oxo-oxazolidin-4-yl)-allyl ester (791608-14-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 57 percent / Ti(OiPr)4; L-(+)-diisopropyl tartrate; tBuOOH / 3A MS / CH₂Cl₂ / -15 °C

2: 84 percent / diethyl ether / 20 °C

3: 84 percent / K₂CO₃; (C₈H₁₇)3CH₃NCl / CH₂Cl₂; H₂O / 20 °C

4: 81 percent / NaH / dimethylformamide / 0 - 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; L-(+)-diisopropyl tartrate; (C₈H₁₇)3CH₃NCl; sodium hydride; potassium carbonate; 3A MS; In diethyl ether; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/anie.200453863

Reference yield:

[(2S,3S)-3-vinyloxiran-2-yl]methyl benzoylcarbamate (791607-94-8) → Benzoic acid (S)-1-((R)-3-allyl-2-oxo-oxazolidin-4-yl)-allyl ester (791608-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / K₂CO₃; (C₈H₁₇)3CH₃NCl / CH₂Cl₂; H₂O / 20 °C

2: 81 percent / NaH / dimethylformamide / 0 - 20 °C

With (C₈H₁₇)3CH₃NCl; sodium hydride; potassium carbonate; In dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/anie.200453863

upstream raw materials:

(S)-1-[(R)-2-oxooxazolidin-4-yl]allyl benzoate

allyl bromide

[(2S,3S)-3-vinyloxiran-2-yl]methyl benzoylcarbamate

(E)-2,4-pentadien-1-ol

Downstream raw materials:

Benzoic acid (8S,8aR)-3-oxo-1,5,8,8a-tetrahydro-oxazolo[3,4-a]pyridin-8-yl ester

(6R,7R,8R,8aR)-7,8-Bis-benzyloxy-6-hydroxy-hexahydro-oxazolo[3,4-a]pyridin-3-one

(7S,8R,8aR)-7,8-Bis-benzyloxy-tetrahydro-oxazolo[3,4-a]pyridine-3,6-dione

N-((3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-hydroxymethyl-piperidin-3-yl)-acetamide