5-O-Trityl-2,3-O-isopropylidene-D-ribofuranose

Base Information

• Chemical Name: 5-O-Trityl-2,3-O-isopropylidene-D-ribofuranose
• CAS No.: 55726-19-7
• Molecular Formula: C27H28O5
• Molecular Weight: 432.51
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID20441279
• Nikkaji Number: J806.439C
• Mol file: 55726-19-7.mol

Synonyms:55726-19-7;5-O-Trityl-2,3-O-isopropylidene-D-ribofuranose;2,3-O-Isopropylidene-5-O-trityl-D-ribofuranose;(3aR,6R,6aR)-2,2-dimethyl-6-(trityloxymethyl)-3a,4,6,6a-tetrahydrofuro[3,4-d][1,3]dioxol-4-ol;2,3-O-Isopropylidene-5-O-trityl-D-ribose;SCHEMBL1460176;DTXSID20441279;NRCVVYSZYAHOMW-AWYPOSSQSA-N;(3aR,6R,6aR)-2,2-dimethyl-6-((trityloxy)methyl)tetrahydrofuro[3,4-d][1,3]dioxol-4-ol;2-O,3-O-Isopropylidene-5-O-trityl-D-ribofuranose;W-203106

Chemical Property of 5-O-Trityl-2,3-O-isopropylidene-D-ribofuranose

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 95-98 °C (decomp)
• Refractive Index: 1.579
• Boiling Point: 565.271 °C at 760 mmHg
• PKA: 13.30±0.20(Predicted)
• Flash Point: 295.665 °C
• PSA: 57.15000
• Density: 1.191 g/cm³
• LogP: 4.23240
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 432.19367399
• Heavy Atom Count: 32
• Complexity: 558

Purity/Quality:

99% ^*data from raw suppliers

2,3-O-Isopropylidene-5-O-trityl-D-ribofuranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC2C(OC(C2O1)O)COC(C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5)C
• Isomeric SMILES: CC1(O[C@@H]2[C@H](OC([C@@H]2O1)O)COC(C3=CC=CC=C3)(C4=CC=CC=C4)C5=CC=CC=C5)C

Technology Process of 5-O-Trityl-2,3-O-isopropylidene-D-ribofuranose

There total 1 articles about 5-O-Trityl-2,3-O-isopropylidene-D-ribofuranose 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:

→ 2,3-O-Isopropylidene-5-O-trityl-D-ribofuranose (55726-19-7)

Guidance literature:

2,3-O-Isopropyliden-D-ribose (11b), Ph3CCl, Pyridin;

DOI:10.1002/cber.19771100704

Reference yield: 96.0%

2,3-O-Isopropylidene-5-O-trityl-D-ribofuranose (55726-19-7) → 2,3-O-isopropylidene-5-O-(triphenylmethyl)-D-ribitol (84709-46-6)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 2h;

DOI:10.1016/S0040-4020(01)90234-0

Reference yield: 25.0%

5-O-triphenylmethyl-2,3-O-isopropylidene-D-ribose (55726-19-7) + edaravone (89-25-8) → 1',1'-bis-<3-methyl-5-oxo-1-phenyl-Δ2-4-pyrazyl>-1'-deoxy-2':3'-O-isopropylidene-5'-O-trityl-D-ribitol (89243-16-3)

Guidance literature:

With ammonium acetate; In methanol; for 48h; Ambient temperature;

Downstream raw materials:

2,3-O-isopropylidene-5-O-(triphenylmethyl)-D-ribitol

2,3-O-Isopropylidene-1,4-di-O-methanesulfonyl-5-O-trityl-D-ribitol

1',1'-bis-<3-methyl-5-oxo-1-phenyl-Δ²-4-pyrazyl>-1'-deoxy-2':3'-O-isopropylidene-5'-O-trityl-D-ribitol

4'-O-acetyl-1',1'-bis<5-acetoxy-3-methyl-5-oxo-1-phenyl-Δ²-4-pyrazyl>-1'-deoxy-2':3'-O-isopropylidene-5'-O-trityl-D-ribitol

Refernces