5-azido-1-O-benzoyl-5-deoxy-2,3-O-isopropylidene-β-D-ribose

Base Information

• Chemical Name: 5-azido-1-O-benzoyl-5-deoxy-2,3-O-isopropylidene-β-D-ribose
• CAS No.: 176245-07-1
• Molecular Formula: C₁₅H₁₇N₃O₅
• Molecular Weight: 319.317
• Mol file: 176245-07-1.mol

Synonyms:5-azido-1-O-benzoyl-5-deoxy-2,3-O-isopropylidene-β-D-ribose

Chemical Property of 5-azido-1-O-benzoyl-5-deoxy-2,3-O-isopropylidene-β-D-ribose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-azido-1-O-benzoyl-5-deoxy-2,3-O-isopropylidene-β-D-ribose

There total 4 articles about 5-azido-1-O-benzoyl-5-deoxy-2,3-O-isopropylidene-β-D-ribose 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: 91.0%

1-O-benzoyl-2,3-O-isopropylidene-5-O-p-toluenesulfonyl-β-D-ribose (176245-06-0) → 5-azido-1-O-benzoyl-5-deoxy-2,3-O-isopropylidene-β-D-ribose (176245-07-1)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; at 60 - 65 ℃; for 4h;

DOI:10.1016/0960-894X(96)00068-6

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) → 5-azido-1-O-benzoyl-5-deoxy-2,3-O-isopropylidene-β-D-ribose (176245-07-1)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / Ambient temperature

2: 1 h / 0 - 5 °C

3: 91 percent / NaN₃ / dimethylsulfoxide / 60 - 65 °C

With pyridine; sodium azide; In dimethyl sulfoxide;

DOI:10.1021/ja973443k

Reference yield:

D-ribose (10257-32-6) → 5-azido-1-O-benzoyl-5-deoxy-2,3-O-isopropylidene-β-D-ribose (176245-07-1)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂SO₄ / Ambient temperature

2: pyridine / Ambient temperature

3: 1 h / 0 - 5 °C

4: 91 percent / NaN₃ / dimethylsulfoxide / 60 - 65 °C

With pyridine; sodium azide; sulfuric acid; In dimethyl sulfoxide;

DOI:10.1021/ja973443k

upstream raw materials:

1-O-benzoyl-2,3-O-isopropylidene-5-O-p-toluenesulfonyl-β-D-ribose

2,3-O-isopropylidene-D-ribofuranose

D-ribose

(3aR,6R,6aR)-2,2-dimethyl-6-(tosyloxymethyl)-tetrahydro-2H-furo[3,4-d]-1,3-dioxol-4-ol

Downstream raw materials:

1-O-benzoyl-5-[(N',N''-di-tert-butoxycarbonyl)guanidino]-5-deoxy-2,3-O-isopropylidene-β-D-ribofuranose