(6-Benzoyloxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate

Base Information

• Chemical Name: (6-Benzoyloxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate
• CAS No.: 3080-31-7
• Molecular Formula: C₂₂H₂₂O₇
• Molecular Weight: 398.412
• NSC Number: 85212,23598
• DSSTox Substance ID: DTXSID20953009
• Mol file: 3080-31-7.mol

Synonyms:80244-95-7;3,5-Di-O-benzoyl-1,2-O-isopropylidene-alpha-D-ribofuranose;3080-31-7;6893-67-0;NSC85212;3,5-di-o-benzoyl-1,2-o-(1-methylethylidene)pentofuranose;Oprea1_387168;SCHEMBL14356269;DTXSID20953009;NSC23598;NSC-23598;NSC-85212;(6-benzoyloxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate;SR-01000513641;SR-01000513641-1;3,5-Di-O-benzoyl-1,2-O-isopropylidene-alpha-D-ribofuranose min.

Chemical Property of (6-Benzoyloxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate

Chemical Property:

• Vapor Pressure: 2.49E-10mmHg at 25°C
• Boiling Point: 505.2°C at 760 mmHg
• Flash Point: 219.7°C
• Density: 1.31g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 398.13655304
• Heavy Atom Count: 29
• Complexity: 592

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC2C(C(OC2O1)COC(=O)C3=CC=CC=C3)OC(=O)C4=CC=CC=C4)C

Technology Process of (6-Benzoyloxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate

There total 9 articles about (6-Benzoyloxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl 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: 90.0%

5-O-benzoyl-1,2-O-isopropylidene-β-L-arabinofuranose (6893-72-7) + benzoyl chloride (98-88-4) → 3,5-di-O-benzoyl-1,2-O-isopropylidene-β-L-arabinofuranose (3080-31-7)

Guidance literature:

With pyridine; for 3h; Ambient temperature;

DOI:10.1016/0008-6215(92)84166-P

Reference yield: 82.0%

benzoyl chloride (98-88-4) + 1,2-O-isopropylidene-β-L-arabinofuranose (51885-64-4) → 3,5-di-O-benzoyl-1,2-O-isopropylidene-β-L-arabinofuranose (3080-31-7)

Guidance literature:

With pyridine; for 3h; Ambient temperature;

DOI:10.1016/0008-6215(92)84166-P

Reference yield:

benzoyl chloride (98-88-4) → O3,O5-dibenzoyl-O1,O2-isopropyliden-β-D-arabinofuranose (3080-31-7,6893-67-0,80244-95-7)

Guidance literature:

With pyridine;

DOI:10.1021/ja01528a039

upstream raw materials:

benzoyl chloride

5-O-benzoyl-1,2-O-isopropylidene-β-L-arabinofuranose

1,2-O-isopropylidene-β-L-arabinofuranose

L-arabinose

Downstream raw materials:

1-O-acetyl-3,5-di-O-benzoyl-2-deoxy-β-L-erythro-pentofuranoside

1-O-acetyl-3,5-di-O-benzoyl-2-deoxy-α-L-erythro-pentofuranoside

methyl 3,5-di-O-benzoyl-2-deoxy-L-erythro-pentofuranoside

1,2-Di-O-acetyl-3,5-di-O-benzoyl-L-arabinofuranose