(5S)-5-(Hydroxymethyl)-3-[(1R)-1-phenylethyl]-2-oxazolidinone

Base Information

• Chemical Name: (5S)-5-(Hydroxymethyl)-3-[(1R)-1-phenylethyl]-2-oxazolidinone
• CAS No.: 480424-72-4
• Molecular Formula: C12H15NO3
• Molecular Weight: 221.25
• DSSTox Substance ID: DTXSID801168336
• Mol file: 480424-72-4.mol

Synonyms:(5S)-5-(Hydroxymethyl)-3-[(1R)-1-phenylethyl]-2-oxazolidinone;480424-72-4;(5S)-5-(hydroxymethyl)-3-[(1R)-1-phenylethyl]-1,3-oxazolidin-2-one;(s)-5-(hydroxymethyl)-3-((r)-1-phenylethyl)oxazolidin-2-one;1217425-15-4;TimTec1_002279;SCHEMBL282964;DTXSID801168336;HMS1540H13;AKOS015913387;BRD-K68898922-001-01-4;rel-(S)-5-(Hydroxymethyl)-3-((R)-1-phenylethyl)oxazolidin-2-one;(5S)-5-(Hydroxymethyl)-3-[(1R)-1-phenylethyl]-2-oxazolidinone, 98%;rel-(5S)-5-(Hydroxymethyl)-3-[(1R)-1-phenylethyl]-2-oxazolidinone

Chemical Property of (5S)-5-(Hydroxymethyl)-3-[(1R)-1-phenylethyl]-2-oxazolidinone

Chemical Property:

• Vapor Pressure: 1.12E-08mmHg at 25°C
• Melting Point: 116-120 °C(lit.)
• Refractive Index: 1.565
• Boiling Point: 444.4°C at 760 mmHg
• Flash Point: 222.6°C
• Density: 1.219g/cm³
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 221.10519334
• Heavy Atom Count: 16
• Complexity: 251

Purity/Quality:

(5S)-5-(Hydroxymethyl)-3-[(1R)-1-phenylethyl]-2-oxazolidinone 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)N2CC(OC2=O)CO
• Isomeric SMILES: C[C@H](C1=CC=CC=C1)N2C[C@H](OC2=O)CO

Technology Process of (5S)-5-(Hydroxymethyl)-3-[(1R)-1-phenylethyl]-2-oxazolidinone

There total 12 articles about (5S)-5-(Hydroxymethyl)-3-[(1R)-1-phenylethyl]-2-oxazolidinone 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:

(S)-2-Oxo-3-((S)-1-phenyl-ethyl)-oxazolidine-5-carbaldehyde → (1'S*,5S*)-3-(1'-phenyleth-1'-yl)-5-(hydroxymethyl)oxazolidin-2-one (113420-79-4,480424-72-4,480424-73-5)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 3h;

DOI:10.1016/S0040-4020(03)00548-9

Reference yield:

(S)-1-phenyl-ethylamine (2627-86-3) → (1'S*,5R*)-3-(1'-phenyleth-1'-yl)-5-(hydroxymethyl)oxazolidin-2-one (113420-85-2,480424-72-4,480424-73-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / 1 h / 0 °C

2: Amberlyst A 26, I₂ / CHCl₃ / 12 h / Ambient temperature

3: Amberlyst A 26 / benzene / 6 h / Heating

4: K₂CO₃ / ethanol / 6 h / Ambient temperature

With Amberlyst A 26; iodine; potassium carbonate; In ethanol; chloroform; benzene;

DOI:10.1016/S0040-4020(01)81657-4

Reference yield:

(S)-1-phenyl-ethylamine (2627-86-3) → (1'S*,5S*)-3-(1'-phenyleth-1'-yl)-5-(hydroxymethyl)oxazolidin-2-one (113420-79-4,480424-72-4,480424-73-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / 1 h / 0 °C

2: Amberlyst A 26, I₂ / CHCl₃ / 12 h / Ambient temperature

3: 70 percent / Amberlyst A 26 / benzene / 6 h / Heating

4: K₂CO₃ / ethanol / 6 h / Ambient temperature

With Amberlyst A 26; iodine; potassium carbonate; In ethanol; chloroform; benzene;

DOI:10.1016/S0040-4020(01)81657-4

upstream raw materials:

(1'S^*,5R^*)-3-(1'-phenyleth-1'-yl)-5-(acetoxymethyl)oxazolidin-2-one

(S)-1-phenyl-ethylamine

(S)-N-(1-phenyleth-1-yl)-N-(prop-2-en-1-yl)-N-(benzyloxycarbonyl)amine

(S)-N-(1-phenyleth-1-yl)-N-(prop-2-en-1-yl)amine hydrobromide

Downstream raw materials:

(5R)-Azidomethyl-3-[(1R)-phenylethyl-oxazolidine-2-one]