2-Oxazolidinone, 3-(1-oxo-6-heptenyl)-4-(phenylmethyl)-, (4S)-

Base Information

• Chemical Name: 2-Oxazolidinone, 3-(1-oxo-6-heptenyl)-4-(phenylmethyl)-, (4S)-
• CAS No.: 204711-93-3
• Molecular Formula: C17H21NO3
• Molecular Weight: 287.35400
• DSSTox Substance ID: DTXSID30446972
• Wikidata: Q82265731
• Mol file: 204711-93-3.mol

Synonyms:204711-93-3;2-Oxazolidinone, 3-(1-oxo-6-heptenyl)-4-(phenylmethyl)-, (4S)-;(4S)-4-BENZYL-3-(HEPT-6-ENOYL)-1,3-OXAZOLIDIN-2-ONE;2-Oxazolidinone, 3-(1-oxo-6-hepten-1-yl)-4-(phenylmethyl)-, (4S)-;(4S)-4-benzyl-3-hept-6-enoyl-1,3-oxazolidin-2-one;SCHEMBL4394172;DTXSID30446972

Chemical Property of 2-Oxazolidinone, 3-(1-oxo-6-heptenyl)-4-(phenylmethyl)-, (4S)-

Chemical Property:

• PSA: 46.61000
• LogP: 3.26080
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 287.15214353
• Heavy Atom Count: 21
• Complexity: 374

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCCCCC(=O)N1C(COC1=O)CC2=CC=CC=C2
• Isomeric SMILES: C=CCCCCC(=O)N1[C@H](COC1=O)CC2=CC=CC=C2

Technology Process of 2-Oxazolidinone, 3-(1-oxo-6-heptenyl)-4-(phenylmethyl)-, (4S)-

There total 9 articles about 2-Oxazolidinone, 3-(1-oxo-6-heptenyl)-4-(phenylmethyl)-, (4S)- 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:

hept-6-enoic acid (1119-60-4) + (S)-4-benzyl-2-oxazolidinone lithium salt (101711-90-4,123731-35-1,128677-61-2) → 4S-benzyl-3-(6-heptenoyl)-oxazolidin-2-one (204711-93-3)

Guidance literature:

hept-6-enoic acid; With pivaloyl chloride; triethylamine; In tetrahydrofuran; at -78 - 0 ℃; for 1h;

(S)-4-benzyl-2-oxazolidinone lithium salt; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/jo049288r

Reference yield:

6-heptenoyl chloride (21430-12-6) + (S)-4-Benzyl-2-oxazolidinone (90719-32-7) → 4S-benzyl-3-(6-heptenoyl)-oxazolidin-2-one (204711-93-3)

Guidance literature:

With lithium chloride; In tetrahydrofuran; for 6h;

DOI:10.1021/jm034113f

Reference yield:

1,2-epoxy-7-octene (52485-73-1,105205-70-7,126872-17-1,19600-63-6) → 4S-benzyl-3-(6-heptenoyl)-oxazolidin-2-one (204711-93-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 79 percent / periodic acid / tetrahydrofuran; H₂O / 3 h / 0 °C

2: 60 percent / 2-methyl-2-butene, sodium chlorite, Na₃PO₄ / 2-methyl-propan-2-ol; H₂O / 0.5 h / Ambient temperature

3: base

With sodium chlorite; 2-methyl-but-2-ene; periodic acid; sodium phosphate; In tetrahydrofuran; water; tert-butyl alcohol;

DOI:10.1021/jo981461u

upstream raw materials:

(S)-4-Benzyl-2-oxazolidinone

(S)-4-benzyl-2-oxazolidinone lithium salt

6-heptenoyl chloride

hept-6-enoic acid

Downstream raw materials:

(S)-3-((S)-2-Azido-hept-6-enoyl)-4-benzyl-oxazolidin-2-one

(S)-4-Benzyl-3-((S)-2-methyl-hept-6-enoyl)-oxazolidin-2-one

4S-benzyl-3-(2R-hydroxymethyl-6-heptenoyl)-oxazolidin-2-one

(2S)-2-[(tert-butoxycarbonyl)amino]hept-6-enoic acid