(6-Benzyloxy-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-methanol

Base Information

• Chemical Name: (6-Benzyloxy-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-methanol
• CAS No.: 23276-32-6
• Molecular Formula: C15H20 O5
• Molecular Weight: 280.321
• NSC Number: 169559
• DSSTox Substance ID: DTXSID90305172
• Mol file: 23276-32-6.mol

Synonyms:23276-32-6;NSC169559;Benzyl 2,3-O-(1-methylethylidene)pentofuranoside #;DTXSID90305172;GRUFVKVDZZDQIO-UHFFFAOYSA-N;(6-Benzyloxy-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-methanol;NSC-169559;Benzyl 2,3-O-(1-methylethylidene)pentofuranoside;.beta.-D-Ribofuranoside,3-O-(1-methylethylidene)-

Chemical Property of (6-Benzyloxy-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-methanol

Chemical Property:

• Vapor Pressure: 4.56E-07mmHg at 25°C
• Boiling Point: 398.6°Cat760mmHg
• Flash Point: 194.8°C
• PSA: 57.15000
• Density: 1.24g/cm³
• LogP: 1.44050
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 280.13107373
• Heavy Atom Count: 20
• Complexity: 326

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC2C(OC(C2O1)OCC3=CC=CC=C3)CO)C

Technology Process of (6-Benzyloxy-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-methanol

There total 14 articles about (6-Benzyloxy-2,2-dimethyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)-methanol 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%

benzyl-β-D-ribofuranoside (54946-48-4) + 2,2-dimethoxy-propane (77-76-9) → benzyl 2,3-O-isopropylidene-D-ribofuranoside (23276-32-6)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; for 2h;

DOI:10.1021/jm00139a026

Reference yield: 50.0%

D-ribose (10257-32-6) + acetone (67-64-1) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2,3-O-isopropylidene-D-ribofuranoside (23276-32-6)

Guidance literature:

With sulfuric acid; for 3h; Heating;

DOI:10.1016/0040-4039(95)00483-S

Reference yield: 27.0%

D-Ribose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) + acetone (67-64-1) + benzyl alcohol (100-51-6,185532-71-2) → benzyl 2,3-O-isopropylidene-D-ribofuranoside (23276-32-6)

Guidance literature:

With sulfuric acid; at 20 ℃; for 48h;

DOI:10.1016/j.molliq.2020.115167

upstream raw materials:

benzyl-β-D-ribofuranoside

2,2-dimethoxy-propane

D-ribose

acetone

Downstream raw materials:

benzyl 2,3-O-isopropylidene-5-O-triflyl-β-D-ribofuranoside

3-Acetoxy-6-((3aR,4R,6R,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-3,6-dihydro-2H-pyran-2-carboxylic acid butyl ester

benzyl 2,3-O-isopropylidene-β-D-ribo-pentodialdo-1,4-furanoside

Benzyl-5-O-tert-butyldimethylsilyl-2,3-O-isopropyliden-β-D-ribofuranosid