(1R)-1-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(trityloxy)ethan-1-ol

Base Information

• Chemical Name: (1R)-1-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(trityloxy)ethan-1-ol
• CAS No.: 51213-03-7
• Molecular Formula: C₂₉H₃₂O₆
• Molecular Weight: 476.569
• Mol file: 51213-03-7.mol

Synonyms:(1R)-1-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(trityloxy)ethan-1-ol

Chemical Property of (1R)-1-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(trityloxy)ethan-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R)-1-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(trityloxy)ethan-1-ol

There total 7 articles about (1R)-1-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(trityloxy)ethan-1-ol 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: 89.0%

trityl chloride (76-83-5) + 1,2-O-isopropylidene-3-O-methyl-α-D-glucofuranose (43138-65-4) → (1R)-1-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(trityloxy)ethan-1-ol (51213-03-7)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 8h;

DOI:10.1039/c2ob26615f

Reference yield:

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → (1R)-1-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(trityloxy)ethan-1-ol (51213-03-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) KOH, 2.) H⁺ / 2.) DMSO

2: 70 percent / pyridine

With potassium hydroxide; hydrogen cation; In pyridine;

DOI:10.1007/BF00704019

Reference yield:

trityl chloride (76-83-5) → (1R)-1-[(3aR,5R,6S,6aR)-6-methoxy-2,2-dimethylperhydrofuro[2,3-d][1,3]dioxol-5-yl]-2-(trityloxy)ethan-1-ol (51213-03-7)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: methyl iodide; silver oxide

3: methanol. NaOH-solution

With pyridine; sodium hydroxide; silver(l) oxide; methyl iodide;

upstream raw materials:

5-O-Acetyl-1,2-O-isopropylidene-3-O-methyl-6-O-triphenylmethyl-α-D-glucopyranose

trityl chloride

1,2-O-isopropylidene-3-O-methyl-α-D-glucofuranose

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

Downstream raw materials:

1,2-isopropylidene-5-O-(2-methoxyethyl)-3-O-methyl-6-O-trityl-α-D-glucofuranose

5-O-Acetyl-1,2-O-isopropylidene-3-O-methyl-6-O-triphenylmethyl-α-D-glucopyranose

5-O-benzyl-1,2-O-isopropylidene-3-O-methyl-6-O-triphenylmethyl-D-glucofuranose

5-O-allyl-1,2-isopropylidene-3-O-methyl-6-O-trityl-α-D-glucofuranose