[2,2-Dimethyl-5-(2-oxo-1,3-dioxolan-4-yl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] benzoate

Base Information

• Chemical Name: [2,2-Dimethyl-5-(2-oxo-1,3-dioxolan-4-yl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] benzoate
• CAS No.: 6939-87-3
• Molecular Formula: C17H18O8
• Molecular Weight: 350.32
• NSC Number: 38170
• Mol file: 6939-87-3.mol

Synonyms:MLS002608083;NSC38170;HMS3078H18;NSC-38170;6939-87-3;SMR001526834

Chemical Property of [2,2-Dimethyl-5-(2-oxo-1,3-dioxolan-4-yl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] benzoate

Chemical Property:

• Vapor Pressure: 9.1E-11mmHg at 25°C
• Boiling Point: 516.3°Cat760mmHg
• Flash Point: 229.5°C
• Density: 1.41g/cm³
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 350.10016753
• Heavy Atom Count: 25
• Complexity: 541

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC2C(C(OC2O1)C3COC(=O)O3)OC(=O)C4=CC=CC=C4)C

Technology Process of [2,2-Dimethyl-5-(2-oxo-1,3-dioxolan-4-yl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] benzoate

There total 2 articles about [2,2-Dimethyl-5-(2-oxo-1,3-dioxolan-4-yl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] benzoate 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:

1,2-O-isopropylidene-α-D-glucofuranose (18549-40-1) → O3-benzoyl-O5,O6-carbonyl-O1,O2-isopropylidene-α-D-glucofuranose (6939-87-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; chloroform; chlorocarbonic acid methyl ester

2: pyridine

With pyridine; chloroform; methyl chloroformate;

DOI:10.1021/jo01106a040

Reference yield:

5,6-O-carbonyl-1,2-O-isopropylidene-α-D-glucofuranose (2875-90-3) + benzoyl chloride (98-88-4) → O3-benzoyl-O5,O6-carbonyl-O1,O2-isopropylidene-α-D-glucofuranose (6939-87-3)

Guidance literature:

With pyridine;

DOI:10.1021/jo01106a040

Reference yield:

O3-benzoyl-O5,O6-carbonyl-O1,O2-isopropylidene-α-D-glucofuranose (6939-87-3) → N9-(β-D-Glucofuranosyl)adenin (6273-05-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; sulfuric acid

2: etheric HCl / Erhitzen des Reaktionsprodukts mit 6-Benzoylamino-purin-9-ylquecksilber-chlorid in Xylol bzw. Toluol und Erwaermen des danach erhaltenen Produkts mit methanol.Natriummethylat

With hydrogenchloride; sulfuric acid; acetic acid;

DOI:10.1021/jo01106a040

upstream raw materials:

5,6-O-carbonyl-1,2-O-isopropylidene-α-D-glucofuranose

benzoyl chloride

1,2-O-isopropylidene-α-D-glucofuranose

Downstream raw materials:

O¹,O²-Diacetyl-O³-benzoyl-O⁵,O⁶-carbonyl-ξ-D-glucofuranose

N⁹-(β-D-Glucofuranosyl)adenin