(2S,3S)-3-[(1R)-1-hydroxyhexyl]oxirane-2-carbaldehyde

Base Information

• Chemical Name: (2S,3S)-3-[(1R)-1-hydroxyhexyl]oxirane-2-carbaldehyde
• CAS No.: 152322-55-9
• Molecular Formula: C₉H₁₆O₃
• Molecular Weight: 172.224
• Mol file: 152322-55-9.mol

Synonyms:152322-55-9;Oxiranecarboxaldehyde, 3-(1-hydroxyhexyl)-, (2-alpha,3-alpha(S*))-;(2S,3S)-3-[(1R)-1-hydroxyhexyl]oxirane-2-carbaldehyde;3-(1-Hydroxyhexyl)oxiranecarboxaldehyde (2-alpha,3-alpha(S*))-;RWEZZEBPLLEJBN-HLTSFMKQSA-N;LS-100996

Chemical Property of (2S,3S)-3-[(1R)-1-hydroxyhexyl]oxirane-2-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.000524mmHg at 25°C
• Refractive Index: 1.4249 (estimate)
• Boiling Point: 278.3°Cat760mmHg
• Flash Point: 106.7°C
• Density: 1.148g/cm³
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 172.109944368
• Heavy Atom Count: 12
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCC(C1C(O1)C=O)O
• Isomeric SMILES: CCCCC[C@H]([C@H]1[C@H](O1)C=O)O

Technology Process of (2S,3S)-3-[(1R)-1-hydroxyhexyl]oxirane-2-carbaldehyde

There total 5 articles about (2S,3S)-3-[(1R)-1-hydroxyhexyl]oxirane-2-carbaldehyde 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: 92.0%

(2S,3S,4R)-2,3-epoxy-4-triethylsilyloxynonan-1-al (1287249-18-6) → (2S,3R,4R)-2,3-epoxy-4-hydroxy-2E-nonen-1-al (1287248-78-5,133398-57-9,152375-23-0,152322-55-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c0ob00546k

Reference yield: 89.0%

(2R,3R,4S)-2,3-epoxy-4-triethylsilyloxynonan-1-al (1287249-06-2) → (2R,3S,4S)-2,3-epoxy-4-hydroxynonan-1-al (1287248-76-3,133398-57-9,152375-23-0,152322-55-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c0ob00546k

Reference yield: 83.0%

(2S,3S,4S)-2,3-epoxy-4-triethylsilyloxynonan-1-al (1287249-04-0) → (2S,3R,4S)-2,3-epoxy-4-hydroxynonan-1-al (1287248-72-9,133398-57-9,152375-23-0,152322-55-9)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c0ob00546k

upstream raw materials:

4-hydroxynon-2-enal

(2R,3R,4R)-2,3-epoxy-4-triethylsilyloxynonan-1-al

(2R,3R,4S)-2,3-epoxy-4-triethylsilyloxynonan-1-al

(2S,3S,4R)-2,3-epoxy-4-triethylsilyloxynonan-1-al

Refernces

• 1、 Rindgen,Seon Hwa Lee,Nakajima,Blair. "Formation of a substituted 1,N6-etheno-2'-deoxyadenosine adduct by lipid hydroperoxide-mediated generation of 4-oxo-2-nonenal". . p. 846 - 852. Retrieved 2007/10/03.