(2S,3S)-(-)-3-Propyloxiranemethanol

Base Information

• Chemical Name: (2S,3S)-(-)-3-Propyloxiranemethanol
• CAS No.: 89321-71-1
• Molecular Formula: C6H12O2
• Molecular Weight: 116.16
• Hs Code.: 2910900090
• European Community (EC) Number: 685-065-9
• DSSTox Substance ID: DTXSID20437950
• Nikkaji Number: J389.739G
• Mol file: 89321-71-1.mol

Synonyms:(2S,3S)-(-)-3-Propyloxiranemethanol;89321-71-1;SCHEMBL5573466;(2s,3s)-3-propyloxiranemethanol;DTXSID20437950;IGRZECZSICIWJA-WDSKDSINSA-N;(2S,3S)-2,3-Epoxy-1-hexanol;AKOS006372290;(3-Propyl-2-oxiranyl)methanol, (2S,3S)-

Chemical Property of (2S,3S)-(-)-3-Propyloxiranemethanol

Chemical Property:

• Vapor Pressure: 0.179mmHg at 25°C
• Melting Point: 19 °C(lit.)
• Refractive Index: n20/D 1.434(lit.)
• Boiling Point: 31-33 °C0.35 mm Hg(lit.)
• Flash Point: 188 °F
• PSA: 32.76000
• Density: 0.96 g/mL at 25 °C(lit.)
• LogP: 0.54620
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 116.083729621
• Heavy Atom Count: 8
• Complexity: 72.9

Purity/Quality:

99%, ^*data from raw suppliers

(2S,3S)-(-)-3-PROPYLOXIRANEMETHANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1C(O1)CO
• Isomeric SMILES: CCC[C@H]1[C@@H](O1)CO

Technology Process of (2S,3S)-(-)-3-Propyloxiranemethanol

There total 20 articles about (2S,3S)-(-)-3-Propyloxiranemethanol 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: 90.0%

(E)-2-Hexen-1-ol (928-95-0) → (2S,3S)-3-propyl-2-oxiranemethanol (89321-71-1)

Guidance literature:

With C₉₆H₁₄₂N₂O₄; WO₂(acac)₂; dihydrogen peroxide; sodium chloride; In dichloromethane; water; at 20 ℃; for 3h; enantioselective reaction; Green chemistry;

DOI:10.1021/ja411379e

Reference yield: 90.0%

(E)-2-Hexen-1-ol (928-95-0) → trans-2,3-epoxy-1-hexanol (89321-71-1,89395-00-6,90528-62-4,90528-63-5,92418-71-8,94992-76-4,106498-75-3,111003-36-2,136174-00-0)

Guidance literature:

With tert.-butylhydroperoxide; Ti(diisopropyl tartrate)(OiPr)2; In dichloromethane; at -20 ℃;

DOI:10.1021/ja00001a018

Reference yield: 78.0%

2-hexen-1-ol (2305-21-7) → (2S,3S)-3-propyl-2-oxiranemethanol (89321-71-1)

Guidance literature:

With titanium(IV) isopropylate; tert.-butylhydroperoxide; diethyl (2R,3R)-tartrate; at -23 - 20 ℃; optical yield given as %ee;

DOI:10.1021/ol802068q

upstream raw materials:

(E)-2-Hexen-1-ol

(2S,3R)-3-Chlorohexane-1,2-diol

(2S,3R)-3-Chlorotridecane-1,2-diol

(2R,3S)-3-propyloxirane-2-carbaldehyde

Downstream raw materials:

Methyl (2R,3S)-(-)-3-propyloxirane-2-carboxylate

Methyl (2S,3R)-(+)-3-propyloxirane-2-carboxylate

(2R,3R)-3-Methoxy-1,2-hexanediol

(2R,3S)-2-Methoxy-hexane-1,3-diol