Benzyl 3-O,4-O-isopropylidene-β-L-ribopyranoside

Base Information

• Chemical Name: Benzyl 3-O,4-O-isopropylidene-β-L-ribopyranoside
• CAS No.: 26685-74-5
• Molecular Formula: C15H20O5
• Molecular Weight: 280.32
• Mol file: 26685-74-5.mol

Synonyms:Benzyl 3-O,4-O-isopropylidene-β-L-ribopyranoside

Chemical Property of Benzyl 3-O,4-O-isopropylidene-β-L-ribopyranoside

Chemical Property:

• PSA: 57.15000
• LogP: 1.44050

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzyl 3-O,4-O-isopropylidene-β-L-ribopyranoside

There total 8 articles about Benzyl 3-O,4-O-isopropylidene-β-L-ribopyranoside 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:

p-TsOH H2O + 2,2-dimethoxy-propane (77-76-9) + benzyl β-L-arabinopyranoside (7473-38-3) → 1-O-benzyl-3,4-O-isopropylidene-β-L-ribopyranose (26685-74-5)

Guidance literature:

With sodium tetrahydroborate; acetic anhydride; In methanol; dichloromethane; water; ethyl acetate; acetone;

Reference yield:

benzyl 3,4-O-(1-methylethylidene)-β-L-erythro-pent-2-ulosylpyranoside (65247-32-7) → 1-O-benzyl-3,4-O-isopropylidene-β-L-ribopyranose (26685-74-5)

Guidance literature:

With sodium tetrahydroborate; In methanol; at -20 ℃; for 3h; Yield given;

DOI:10.1080/15257779908043066

Reference yield:

L-arabinose (7296-55-1) → 1-O-benzyl-3,4-O-isopropylidene-β-L-ribopyranose (26685-74-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 96 percent / HCl / 10 h / 20 °C

2: p-toluenesulfonic acid monohydrate / acetone / 2 h / 20 °C

3: pyridinium dichromate; Ac₂O / CH₂Cl₂ / Heating

4: 13.5 g / NaBH₄ / methanol / 3 h / -20 °C

With hydrogenchloride; sodium tetrahydroborate; dipyridinium dichromate; acetic anhydride; toluene-4-sulfonic acid; In methanol; dichloromethane; acetone;

DOI:10.1016/j.bmc.2005.05.007

upstream raw materials:

benzyl 3,4-O-(1-methylethylidene)-β-L-erythro-pent-2-ulosylpyranoside

L-arabinose

benzyl β-L-arabinopyranoside

(3aS,6S,7R,7aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-ol

Downstream raw materials:

L-ribose

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF 2'- FLUORO-5-METHYL-BETA-L-ARABINO- FURANOSYLURIDINE". . . Retrieved 2008/06/13.