3-(Benzyloxy)-2-[(benzyloxy)methyl]furan

Base Information

• Chemical Name: 3-(Benzyloxy)-2-[(benzyloxy)methyl]furan
• CAS No.: 76833-05-1
• Molecular Formula: C19H18O3
• Molecular Weight: 294.35
• DSSTox Substance ID: DTXSID30564766
• Wikidata: Q82449585
• Mol file: 76833-05-1.mol

Synonyms:3-(benzyloxy)-2-[(benzyloxy)methyl]furan;76833-05-1;3-(Benzyloxy)-2-((benzyloxy)methyl)furan;DTXSID30564766;AKOS015906198;3-phenylmethoxy-2-(phenylmethoxy-methyl)-furan

Chemical Property of 3-(Benzyloxy)-2-[(benzyloxy)methyl]furan

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 294.125594432
• Heavy Atom Count: 22
• Complexity: 295

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC2=C(C=CO2)OCC3=CC=CC=C3

Technology Process of 3-(Benzyloxy)-2-[(benzyloxy)methyl]furan

There total 6 articles about 3-(Benzyloxy)-2-[(benzyloxy)methyl]furan 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: 76.0%

Methyl 3,5-Di-O-benzyl-2-O-(trifluoromethanesulfonyl)-β-D-ribofuranoside (76832-96-7) → 3-(Benzyloxy)-2-<(benzyloxy)methyl>furan (76833-05-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; 1.) -10 deg C, 2.) ice bath-cooling, 5 h; other salts of var. nucleophiles as reagents;

DOI:10.1021/jo00322a007

Reference yield: 19.0%

Methyl 3,5-Di-O-benzyl-2-O-(trifluoromethanesulfonyl)-β-D-ribofuranoside (76832-96-7) → 3-(Benzyloxy)-2-<(benzyloxy)methyl>furan (76833-05-1) + (2R,3R,4S,5R)-3-Benzyloxy-2-benzyloxymethyl-4-bromo-5-methoxy-tetrahydro-furan (76833-02-8)

Guidance literature:

With lithium bromide; In N,N,N,N,N,N-hexamethylphosphoric triamide; dimethyl sulfoxide; for 48h;

DOI:10.1021/jo00322a007

Reference yield: 19.0%

Methyl 3,5-Di-O-benzyl-2-O-(trifluoromethanesulfonyl)-β-D-ribofuranoside (76832-96-7) → 3-(Benzyloxy)-2-<(benzyloxy)methyl>furan (76833-05-1) + (2R,3R,4S,5R)-3-Benzyloxy-2-benzyloxymethyl-4-iodo-5-methoxy-tetrahydro-furan (76833-03-9)

Guidance literature:

With sodium iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; dimethyl sulfoxide; for 48h;

DOI:10.1021/jo00322a007

upstream raw materials:

Methyl 3,5-Di-O-benzyl-2-O-(trifluoromethanesulfonyl)-β-D-ribofuranoside

1-O-methyl-3,5-di-O-benzyl-D-ribofuranoside