3-Azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

Base Information

• Chemical Name: 3-Azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose
• CAS No.: 23345-80-4
• Molecular Formula: C8H13N3O4
• Molecular Weight: 215.209
• Mol file: 23345-80-4.mol

Synonyms:3-Azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose;3-Azido-3-deoxy-1,2-O-(1-methylethylidene)-alpha-D-ribofuranose

Chemical Property of 3-Azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

Chemical Property:

• PSA: 97.67000
• LogP: -0.01324

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

There total 15 articles about 3-Azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose 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: 95.0%

((3aR,5S,6R,6aR)-6-Azido-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-tert-butyl-diphenyl-silane (216976-56-6) → 3-azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose (23345-80-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1016/S0040-4020(98)00819-9

Reference yield: 84.0%

3-azido-3-deoxy-1,2-O-isopropylidene-α-D-allofuranose (35085-25-7) → 3-azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose (23345-80-4)

Guidance literature:

3-azido-3-deoxy-1,2-O-isopropylidene-α-D-allofuranose; With sodium periodate; In ethanol; water; at 0 ℃; for 0.5h;

With sodium tetrahydroborate; In ethanol; water; at 0 ℃; for 2h;

DOI:10.1081/NCN-120026405

Reference yield: 58.0%

3-azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose aldehyde (35085-26-8) → 3-azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose (23345-80-4)

Guidance literature:

With sodium tetrahydroborate; In water; at 25 ℃; for 16h; Inert atmosphere;

DOI:10.1002/adsc.200900073

upstream raw materials:

3-azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose aldehyde

((3aR,5S,6R,6aR)-6-Azido-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethoxy)-tert-butyl-diphenyl-silane

3-azido-3-deoxy-1,2-O-isopropylidene-α-D-allofuranose

3-azido-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranose

Downstream raw materials:

3-azido-5-O-(4-phenylbenzyl)-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

3-azido-3-deoxy-5-O-benzyl-1,2-O-isopropylidene-α-D-ribofuranose

((3aR,5S,6R,6aR)-6-azido-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methyl benzoate

N⁶-(3-iodobenzyl)-9-(3-amino-2,5-di-O-t-butyldimethylsilyl-3-deoxy-β-D-ribofuranosyl)adenine