3-deoxy-3-iodo-1,2-O-isopropylidene-6-O-tosyl-α-D-allofuranose

Base Information

• Chemical Name: 3-deoxy-3-iodo-1,2-O-isopropylidene-6-O-tosyl-α-D-allofuranose
• CAS No.: 187929-97-1
• Molecular Formula: C₁₆H₂₁IO₇S
• Molecular Weight: 484.309
• Mol file: 187929-97-1.mol

Synonyms:3-deoxy-3-iodo-1,2-O-isopropylidene-6-O-tosyl-α-D-allofuranose

Chemical Property of 3-deoxy-3-iodo-1,2-O-isopropylidene-6-O-tosyl-α-D-allofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-deoxy-3-iodo-1,2-O-isopropylidene-6-O-tosyl-α-D-allofuranose

There total 3 articles about 3-deoxy-3-iodo-1,2-O-isopropylidene-6-O-tosyl-α-D-allofuranose 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: 84.0%

3-deoxy-3-iodo-1,2-O-isopropylidene-α-D-allofuranose (114192-72-2) + p-toluenesulfonyl chloride (98-59-9) → 3-deoxy-3-iodo-1,2-O-isopropylidene-6-O-tosyl-α-D-allofuranose (187929-97-1)

Guidance literature:

In pyridine; toluene; at 4 ℃; for 48h;

DOI:10.1080/07328309708005735

Reference yield:

3-deoxy-3-iodo-1,2:5,6-di-O-isopropylidene-α-D-allofuranose (6027-62-9,14260-27-6,71772-34-4,74958-55-7,67337-61-5) → 3-deoxy-3-iodo-1,2-O-isopropylidene-6-O-tosyl-α-D-allofuranose (187929-97-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / 0.6M aq. HCl / dioxane / 0.5 h / 30 °C

2: 84 percent / pyridine / toluene / 48 h / 4 °C

With pyridine; hydrogenchloride; In 1,4-dioxane; toluene;

DOI:10.1021/jf0003698

Reference yield:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → 3-deoxy-3-iodo-1,2-O-isopropylidene-6-O-tosyl-α-D-allofuranose (187929-97-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 69 percent / I₂, PPh₃, imidazole / toluene / 3 h / 110 °C

2: 64 percent / 0.6 M HCl / H₂O; dioxane / 0.5 h / 30 °C

3: 84 percent / toluene; pyridine / 48 h / 4 °C

With 1H-imidazole; hydrogenchloride; iodine; triphenylphosphine; In 1,4-dioxane; pyridine; water; toluene;

DOI:10.1080/07328309708005735

upstream raw materials:

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

p-toluenesulfonyl chloride

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

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose