CIS-2-PHENYL-1,3-DIOXAN-5-OL

Base Information

• Chemical Name: CIS-2-PHENYL-1,3-DIOXAN-5-OL
• CAS No.: 4141-19-9
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.203
• Hs Code.: 2932999099
• Mol file: 4141-19-9.mol

Synonyms:m-Dioxan-5-ol,2-phenyl-, cis- (8CI);cis-1,3-O-Benzylideneglycerol;cis-5-Hydroxy-2-phenyl-1,3-dioxane;

Chemical Property of CIS-2-PHENYL-1,3-DIOXAN-5-OL

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 83-86 °C
• Refractive Index: 1.55
• Boiling Point: 333.612 °C at 760 mmHg
• PKA: 13.55±0.40(Predicted)
• Flash Point: 155.563 °C
• PSA: 38.69000
• Density: 1.204 g/cm³
• LogP: 1.09290
• Storage Temp.: -20°C Freezer
• Solubility.: Benzene, Chloroform (Slightly), Ethyl Acetate (Slightly)

Purity/Quality:

98% ^*data from raw suppliers

cis-1,3-O-Benzylideneglycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Reactant involved in synthesis of biologically active molecules including:Arachidonoylglycerol mimetics selective for CB1 receptorsCore disaccharides from Streptococcus pneumoniae type 23F capsular polysaccharide antigen?Anionic demdrimers for use as antibacterial agentsReactant involved in synthesis of:Isoglycerol methacrylate-lactide amphiphilic block copolymers and supramolecular aggregatesHyperbranched polyalkenamer-polyesters via acyclic diene metathesis polymerizationProtected branched glycerol oligomer

Technology Process of CIS-2-PHENYL-1,3-DIOXAN-5-OL

There total 35 articles about CIS-2-PHENYL-1,3-DIOXAN-5-OL 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: 56.0%

benzaldehyde (100-52-7) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → cis-5-hydroxyl-2-phenyl-1,3-dioxane (1708-40-3,4141-19-9,4141-20-2)

Guidance literature:

With sulfuric acid; In toluene; Heating;

Reference yield: 50.0%

2-phenyl-1,3-dioxan-5-one (52941-82-9) → trans-2-phenyl-1,3-dioxan-5-ol (1708-40-3,4141-19-9,4141-20-2) + cis-5-hydroxyl-2-phenyl-1,3-dioxane (1708-40-3,4141-19-9,4141-20-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; Yields of byproduct given; Ambient temperature;

DOI:10.1055/s-1998-2090

Reference yield: 50.0%

2-phenyl-1,3-dioxan-5-one (52941-82-9) → trans-2-phenyl-1,3-dioxan-5-ol (1708-40-3,4141-19-9,4141-20-2) + cis-5-hydroxyl-2-phenyl-1,3-dioxane (1708-40-3,4141-19-9,4141-20-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1h; Yields of byproduct given; Ambient temperature;

DOI:10.1055/s-1998-2090

upstream raw materials:

trans-2-phenyl-1,3-dioxan-5-ol acetate

benzaldehyde

benzoyl chloride

glycerol

Downstream raw materials:

trans-5-(1-octadecyloxy)-2-phenyl-1,3-dioxan

trans-5-(p-nitrophenyl)sulfonyloxy-2-phenyl-1,3-dioxane

cis-5-(1-octadecyloxy)-2-phenyl-1,3-dioxan

cis-1,3-O-benzylidene-2-O-(Z)-octadec-9'-enylglycerol

Refernces

• 1、 Tangherlini, Giovanni,Torregrossa, Tullio,Agoglitta, Oriana,K?hler, Jens,Melesina, Jelena,Sippl, Wolfgang,Holl, Ralph. "Synthesis and biological evaluation of enantiomerically pure glyceric acid derivatives as LpxC inhibitors". . p. 1032 - 1044. Retrieved 2016/02/19.
• 2、 Bartlett, Nathan,Gross, Leona,Peron, Florent,Asby, Daniel J.,Selby, Matthew D.,Tavassoli, Ali,Linclau, Bruno. "Stereocontrol by quaternary centres: A stereoselective synthesis of (-)-luminacin D". supporting information. p. 3306 - 3310. Retrieved 2014/04/03.