4-O-acetyl-5-bromo-5-deoxy-2,3-O-(1-methylethylidene)-D-ribose O-(triphenylmethyl)oxime

Base Information

• Chemical Name: 4-O-acetyl-5-bromo-5-deoxy-2,3-O-(1-methylethylidene)-D-ribose O-(triphenylmethyl)oxime
• CAS No.: 934015-75-5
• Molecular Formula: C₂₉H₃₀BrNO₅
• Molecular Weight: 552.465
• Mol file: 934015-75-5.mol

Synonyms:4-O-acetyl-5-bromo-5-deoxy-2,3-O-(1-methylethylidene)-D-ribose O-(triphenylmethyl)oxime

Chemical Property of 4-O-acetyl-5-bromo-5-deoxy-2,3-O-(1-methylethylidene)-D-ribose O-(triphenylmethyl)oxime

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-O-acetyl-5-bromo-5-deoxy-2,3-O-(1-methylethylidene)-D-ribose O-(triphenylmethyl)oxime

There total 4 articles about 4-O-acetyl-5-bromo-5-deoxy-2,3-O-(1-methylethylidene)-D-ribose O-(triphenylmethyl)oxime 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: 96.0%

5-bromo-5-deoxy-2,3-O-(1-methylethylidene)-D-ribose O-(triphenylmethyl)oxime (934015-97-1) + acetic anhydride (108-24-7) → 4-O-acetyl-5-bromo-5-deoxy-2,3-O-(1-methylethylidene)-D-ribose O-(triphenylmethyl)oxime (934015-75-5)

Guidance literature:

With pyridine;

DOI:10.1021/ja067117t

Reference yield:

2,3-O-(1-methylethylidene)-D-ribose O-(triphenylmethyl)oxime (934016-06-5) → 4-O-acetyl-5-bromo-5-deoxy-2,3-O-(1-methylethylidene)-D-ribose O-(triphenylmethyl)oxime (934015-75-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / Ph₃P; CBr₄ / pyridine / 2 h / 65 °C

2: 96 percent / pyridine

With pyridine; carbon tetrabromide; triphenylphosphine; In pyridine;

DOI:10.1021/ja067117t

Reference yield:

2,3-O-isopropylidene-D-ribofuranose (67814-68-0,70266-87-4,76249-50-8,76249-51-9,93451-15-1,4099-88-1) → 4-O-acetyl-5-bromo-5-deoxy-2,3-O-(1-methylethylidene)-D-ribose O-(triphenylmethyl)oxime (934015-75-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / tetrahydrofuran / 12 h / 65 °C

2: 89 percent / Ph₃P; CBr₄ / pyridine / 2 h / 65 °C

3: 96 percent / pyridine

With pyridine; carbon tetrabromide; triphenylphosphine; In tetrahydrofuran; pyridine;

DOI:10.1021/ja067117t

upstream raw materials:

5-bromo-5-deoxy-2,3-O-(1-methylethylidene)-D-ribose O-(triphenylmethyl)oxime

acetic anhydride

2,3-O-(1-methylethylidene)-D-ribose O-(triphenylmethyl)oxime

2,3-O-isopropylidene-D-ribofuranose