(R)-5-(hydroxymethyl)oxazolidin-2-one

Base Information

• Chemical Name: (R)-5-(hydroxymethyl)oxazolidin-2-one
• CAS No.: 97859-49-9
• Molecular Formula: C4H7NO3
• Molecular Weight: 117.104
• Hs Code.: 2934999090
• European Community (EC) Number: 827-792-8
• Nikkaji Number: J1.513.213B
• Wikidata: Q76415311
• Mol file: 97859-49-9.mol

Synonyms:(R)-5-(hydroxymethyl)oxazolidin-2-one;97859-49-9;(5R)-5-(hydroxymethyl)-1,3-oxazolidin-2-one;2-Oxazolidinone, 5-(hydroxymethyl)-, (5R)-;SCHEMBL523804;LSYOFPBORRARMF-GSVOUGTGSA-N;(R)-5-hydroxymethyloxazolidin-2-one;MFCD26407853;AKOS026728049;5alpha-(Hydroxymethyl)oxazolidine-2-one;WS-03143;CS-0131343;EN300-137499

Chemical Property of (R)-5-(hydroxymethyl)oxazolidin-2-one

Chemical Property:

• Melting Point: 93.0 °C (isopropanol)
• Boiling Point: 430.6±14.0 °C (760 mmHg)
• PSA: 58.56000
• Density: 1.288±0.06 g/cm3 (20 °C, 760 mmHg)
• LogP: -0.58410
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 117.042593085
• Heavy Atom Count: 8
• Complexity: 104

Purity/Quality:

97% ^*data from raw suppliers

(R)-5-(Hydroxymethyl)oxazolidin-2-one 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(OC(=O)N1)CO
• Isomeric SMILES: C1[C@@H](OC(=O)N1)CO

Technology Process of (R)-5-(hydroxymethyl)oxazolidin-2-one

There total 19 articles about (R)-5-(hydroxymethyl)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: 97.0%

Acetic acid (S)-2-oxo-oxazolidin-5-ylmethyl ester (113420-80-7) → (S)-5-(hydroxymethyl)-1,3-oxazolidin-2-one (7517-99-9,60487-07-2,97859-49-9,97859-51-3)

Guidance literature:

With ethanol; potassium carbonate;

DOI:10.1016/S0040-4039(01)80487-1

Reference yield: 93.8%

(R)-3-[N-(benzyloxycarbonyl)amino]-1,2-propanediol (641617-22-3) → (R)-5-(hydroxymethyl)-1,3-oxazolidin-2-one (97859-49-9)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 - 25 ℃; for 3h;

Reference yield: 90.0%

(5R)-5-[(benzyloxy)methyl]-1,3-oxazolidin-2-one (274264-54-9) → (R)-5-(hydroxymethyl)-1,3-oxazolidin-2-one (97859-49-9)

Guidance literature:

With palladium hydroxide 10 wt. % on activated carbon; hydrogen; In tetrahydrofuran; at 45 ℃; Solvent;

upstream raw materials:

Acetic acid (S)-2-oxo-oxazolidin-5-ylmethyl ester

(S)-2-oxazolidinone-5-carboxylic acid benzyl ester

(S)-3-Amino-1,2-propanediol

Diethyl carbonate

Downstream raw materials:

(R)-5-(((tert-butyldiphenylsilyl)oxy)methyl)oxazolidin-2-one

((5R)-2-oxo-1,3-oxazolidin-5-yl)methyl 2-nitrobenzenesulfonate

(R)-(2-oxo-1,3-oxazolidin-5-yl)methyl 4-methylbenzenesulfonate

(S)-(2-oxo-1,3-oxazolidin-5-yl)methyl 4-methylbenzenesulfonate