(5S)-5-(hydroxymethyl)-1-methylpyrrolidin-2-one

Base Information

• Chemical Name: (5S)-5-(hydroxymethyl)-1-methylpyrrolidin-2-one
• CAS No.: 122663-19-8
• Molecular Formula: C6H11NO2
• Molecular Weight: 129.159
• European Community (EC) Number: 873-415-5
• Mol file: 122663-19-8.mol

Synonyms:122663-19-8;(5S)-5-(hydroxymethyl)-1-methylpyrrolidin-2-one;(S)-5-(Hydroxymethyl)-1-methylpyrrolidin-2-one;SCHEMBL157215;(5S)-5-(HYDROXYMETHYL)-1-METHYL-2-PYRROLIDINONE;OHTBSHGXEXCIOI-YFKPBYRVSA-N;MFCD19690658;AS-79416;CS-0197567;EN300-1664921

Chemical Property of (5S)-5-(hydroxymethyl)-1-methylpyrrolidin-2-one

Chemical Property:

• XLogP3: -0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 129.078978594
• Heavy Atom Count: 9
• Complexity: 124

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1C(CCC1=O)CO
• Isomeric SMILES: CN1[C@@H](CCC1=O)CO

Technology Process of (5S)-5-(hydroxymethyl)-1-methylpyrrolidin-2-one

There total 1 articles about (5S)-5-(hydroxymethyl)-1-methylpyrrolidin-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:

(S)-Pyroglutaminol (17342-08-4) → (5S)-5-(hydroxymethyl)-1-methylpyrrolidin-2-one (122663-19-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / Et₃N / 9 h

2: 71 percent / KH / dimethylformamide / 12 h

3: 100 percent / TBAF / tetrahydrofuran / 1 h

With tetrabutyl ammonium fluoride; potassium hydride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/0040-4039(93)88054-M

Reference yield: 96.0%

benzyl bromide (100-39-0) + (5S)-5-(hydroxymethyl)-1-methylpyrrolidin-2-one (122663-19-8) → 5(S)-Benzyloxymethyl-1-Methyl-2-Pyrrolidinone + 5(S)-<(benzyloxy)methyl>-1-methyl-2-pyrrolidinone (122663-21-2)

Guidance literature:

With NaH; acetic acid; In tetrahydrofuran; mineral oil;

Reference yield: 96.0%

benzyl bromide (100-39-0) + (5S)-5-(hydroxymethyl)-1-methylpyrrolidin-2-one (122663-19-8) → 5(S)-<(benzyloxy)methyl>-1-methyl-2-pyrrolidinone (122663-21-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 4h;

DOI:10.1016/0040-4039(93)88054-M

upstream raw materials:

(S)-Pyroglutaminol

Downstream raw materials:

5(S)-<(benzyloxy)methyl>-1-methyl-2-pyrrolidinone

2(S)-<(tert-butyloxycarbonyl)amino>-3-cyclohexyl-1(S)-hydroxy-1-(1-methyl-5(S)-(methoxymethyl)-2-oxopyrrolidin-3(S)-yl)propane

2(S)-<(tert-butyloxycarbonyl)amino>-3-cyclohexyl-1(S)-hydroxy-1-(1-methyl-5(S)-<(benzyloxy)methyl>-2-oxopyrrolidin-3(S)-yl)propane

1-methyl-5(S)-vinyl-2-pyrrolidinone