[(2S)-2-methyloxiran-2-yl]methanol

Base Information

• Chemical Name: [(2S)-2-methyloxiran-2-yl]methanol
• CAS No.: 86884-90-4
• Molecular Formula: C4H8O2
• Molecular Weight: 88.1063
• Hs Code.: 2910900090
• European Community (EC) Number: 632-983-2
• Nikkaji Number: J737.018K
• Wikidata: Q76393880
• Mol file: 86884-90-4.mol

Synonyms:86884-90-4;[(2S)-2-methyloxiran-2-yl]methanol;(S)-2-Methyl Glycidol;(S)-(2-methyloxiran-2-yl)methanol;(2S)-(+)-2-Methyl-2,3-epoxy-1-propanol;Oxiranemethanol, 2-methyl-, (2S)-;2-Methyloxirane-2beta-methanol;2-hydroxymethyl-2-methyl-oxirane;AKOS006271554;AM85933;CS-0056526;EN300-192314;A857480

Chemical Property of [(2S)-2-methyloxiran-2-yl]methanol

Chemical Property:

• Boiling Point: 141.8±8.0 °C(Predicted)
• PKA: 14.44±0.10(Predicted)
• PSA: 32.76000
• Density: 1.084±0.06 g/cm3(Predicted)
• LogP: -0.23240
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 88.052429494
• Heavy Atom Count: 6
• Complexity: 62.6

Purity/Quality:

99.3% ^*data from raw suppliers

(S)-2-MethylGlycidol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CO1)CO
• Isomeric SMILES: C[C@@]1(CO1)CO
• Uses: (S)-2-Methyl Glycidol is useful in the preparation of neprilysin inhibitors for treating diseases.

Technology Process of [(2S)-2-methyloxiran-2-yl]methanol

There total 8 articles about [(2S)-2-methyloxiran-2-yl]methanol 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: 87.0%

3-hydroxy-2-methyl-1-propene (513-42-8) → (S)-2-methylglycidol (86884-90-4)

Guidance literature:

With L-(+)-diisopropyl tartrate; titanium(IV)isopropoxide; isopropylbenzene hydroperoxide; In dichloromethane; at -35 - -20 ℃; for 36h; Molecular sieve;

DOI:10.1016/j.tet.2010.05.032

Reference yield: 32.0%

3-hydroxy-2-methyl-1-propene (513-42-8) → (R)-2-methylglycidol (86884-89-1) + (S)-2-methylglycidol (86884-90-4)

Guidance literature:

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2S,3S)-tartrate; In dichloromethane; at -30 ℃; for 40h; Title compound not separated from byproducts;

Reference yield:

(2R)-methyl-3-[4-nitrobenzoyl(oxy)]-1,2-epoxy-propane (106268-96-6) → (S)-2-methylglycidol (86884-90-4) + 4-nitro-benzoic acid (62-23-7)

Guidance literature:

With 2-(di(2-hydroxyethyl)amino)ethanesulfonic acid; lipase from Ophiostoma piliferum; In water; at 25 ℃; pH=7.20; Enzyme kinetics;

DOI:10.1016/S0957-4166(01)00072-6

upstream raw materials:

2-methylglycidol

vinyl acetate

3-hydroxy-2-methyl-1-propene

(2R)-methyl-3-[4-nitrobenzoyl(oxy)]-1,2-epoxy-propane

Downstream raw materials:

(S)-(+)-2-methyl-1-(phenylthio)-2,3-propanediol

(R)-(2-methyloxiran-2-yl)methyl 3-nitrobenzenesulfonate

[(2R)-2-methyloxiran-2-yl]methyl 3-nitrobenzenesulfonate

[(2S)-2-methyloxiran-2-yl]methyl 4-nitrobenzene-1-sulfonate

Refernces

• 1、 -. "(R)-(2-METHYLOXIRAN-2-YL)METHYL 4-BROMOBENZENESULFONATE". Page/Page column 13; 14; 15. . Retrieved 2020/11/13.
• 2、 -. "SUBSTITUTED AMINOBUTYRIC DERIVATIVES AS NEPRILYSIN INHIBITORS". Paragraph 0218. . Retrieved 2016/02/29.