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

Base Information

• Chemical Name: benzyl 2,3-O-isopropylidene-β-D-ribo-pentodialdo-1,4-furanoside
• CAS No.: 155681-03-1
• Molecular Formula: C₁₅H₁₈O₅
• Molecular Weight: 278.305
• Mol file: 155681-03-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about benzyl 2,3-O-isopropylidene-β-D-ribo-pentodialdo-1,4-furanoside 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: 100.0%

benzyl 2,3-O-isopropylidene-D-ribofuranoside (23276-32-6) → benzyl 2,3-O-isopropylidene-β-D-ribo-pentodialdo-1,4-furanoside (155681-03-1)

Guidance literature:

With Dess-Martin periodane; In dichloromethane;

DOI:10.1002/cmdc.201500485

Reference yield:

D-ribose (50-69-1) → benzyl 2,3-O-isopropylidene-β-D-ribo-pentodialdo-1,4-furanoside (155681-03-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) conc. H₂SO₄, 2.) H₂SO₄ / 1.) RT, 2 h, 2.) 3 h

2: oxalyl chloride, DMSO, triethylamine / CH₂Cl₂ / 0.25 h / -10 °C

With oxalyl dichloride; sulfuric acid; dimethyl sulfoxide; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4020(01)87008-3

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → benzyl 2,3-O-isopropylidene-β-D-ribo-pentodialdo-1,4-furanoside (155681-03-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) conc. H₂SO₄, 2.) H₂SO₄ / 1.) RT, 2 h, 2.) 3 h

2: oxalyl chloride, DMSO, triethylamine / CH₂Cl₂ / 0.25 h / -10 °C

With oxalyl dichloride; sulfuric acid; dimethyl sulfoxide; triethylamine; In dichloromethane;

DOI:10.1016/S0040-4020(01)87008-3

upstream raw materials:

benzyl 2,3-O-isopropylidene-D-ribofuranoside

D-ribose

benzyl alcohol

Downstream raw materials:

2-{(3aS,4R,6S,7R,7aR)-4-[(Z)-2-((3aR,4R,6R,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-vinyl]-6-tert-butoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl}-isoindole-1,3-dione

hopane