1,2-O-isopropylidene-5,6-di-O-methanesulfonyl-3-O-(4-methoxybenzyl)-α-D-allofuranose

Base Information

• Chemical Name: 1,2-O-isopropylidene-5,6-di-O-methanesulfonyl-3-O-(4-methoxybenzyl)-α-D-allofuranose
• CAS No.: 205934-52-7
• Molecular Formula: C₁₉H₂₈O₁₁S₂
• Molecular Weight: 496.557
• Mol file: 205934-52-7.mol

Synonyms:1,2-O-isopropylidene-5,6-di-O-methanesulfonyl-3-O-(4-methoxybenzyl)-α-D-allofuranose

Chemical Property of 1,2-O-isopropylidene-5,6-di-O-methanesulfonyl-3-O-(4-methoxybenzyl)-α-D-allofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-O-isopropylidene-5,6-di-O-methanesulfonyl-3-O-(4-methoxybenzyl)-α-D-allofuranose

There total 1 articles about 1,2-O-isopropylidene-5,6-di-O-methanesulfonyl-3-O-(4-methoxybenzyl)-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: 93.0%

methanesulfonyl chloride (124-63-0) + (R)-1-[(3aR,5R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol (69940-04-1,142226-16-2,109536-51-8) → 1,2-O-isopropylidene-5,6-di-O-methanesulfonyl-3-O-(4-methoxybenzyl)-α-D-allofuranose (205934-52-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1080/07328309808002321

Reference yield: 86.0%

1,2-O-isopropylidene-5,6-di-O-methanesulfonyl-3-O-(4-methoxybenzyl)-α-D-allofuranose (205934-52-7) → (3aR,5R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyl-5-vinyltetrahydrofuro[2,3-d][1,3]dioxole (205934-53-8)

Guidance literature:

With sodium iodide; In butanone; Heating;

DOI:10.1080/07328309808002321

Reference yield:

1,2-O-isopropylidene-5,6-di-O-methanesulfonyl-3-O-(4-methoxybenzyl)-α-D-allofuranose (205934-52-7) → (2R,3R,4S,5R)-4-(4-Methoxy-benzyloxy)-5-vinyl-tetrahydro-furan-2,3-diol

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / NaI / butan-2-one / Heating

2: 2 N HCl / tetrahydrofuran / 3 h / Heating

With hydrogenchloride; sodium iodide; In tetrahydrofuran; butanone;

DOI:10.1080/07328309808002321

upstream raw materials:

methanesulfonyl chloride

(R)-1-[(3aR,5R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol

Downstream raw materials:

(3aR,5R,6R,6aR)-6-(4-methoxybenzyloxy)-2,2-dimethyl-5-vinyltetrahydrofuro[2,3-d][1,3]dioxole