3,5-O-benzylidene-6-O-t-butyldimethylsilyl-L-xylo-hex-2-ulosonic acid 1,4-lactone 2-hydrate

Base Information

• Chemical Name: 3,5-O-benzylidene-6-O-t-butyldimethylsilyl-L-xylo-hex-2-ulosonic acid 1,4-lactone 2-hydrate
• CAS No.: 216872-53-6
• Molecular Formula: C₁₉H₂₈O₇Si
• Molecular Weight: 396.513
• Mol file: 216872-53-6.mol

Synonyms:3,5-O-benzylidene-6-O-t-butyldimethylsilyl-L-xylo-hex-2-ulosonic acid 1,4-lactone 2-hydrate

Chemical Property of 3,5-O-benzylidene-6-O-t-butyldimethylsilyl-L-xylo-hex-2-ulosonic acid 1,4-lactone 2-hydrate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,5-O-benzylidene-6-O-t-butyldimethylsilyl-L-xylo-hex-2-ulosonic acid 1,4-lactone 2-hydrate

There total 1 articles about 3,5-O-benzylidene-6-O-t-butyldimethylsilyl-L-xylo-hex-2-ulosonic acid 1,4-lactone 2-hydrate 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: 77.0%

3,5-O-benzylidene-6-O-t-butyldimethylsilyl-L-gulono-1,4-lactone (216872-48-9) → 3,5-O-benzylidene-6-O-t-butyldimethylsilyl-L-xylo-hex-2-ulosonic acid 1,4-lactone 2-hydrate (216872-53-6)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; for 1.5h;

DOI:10.1071/C98157

Reference yield:

3,5-O-benzylidene-6-O-t-butyldimethylsilyl-L-xylo-hex-2-ulosonic acid 1,4-lactone 2-hydrate (216872-53-6) → ascorbic acid (50-81-7,98966-42-8)

Guidance literature:

With water; acetic acid; at 70 - 75 ℃; for 4h; Yield given;

DOI:10.1039/a806062b

Reference yield:

3,5-O-benzylidene-6-O-t-butyldimethylsilyl-L-xylo-hex-2-ulosonic acid 1,4-lactone 2-hydrate (216872-53-6) → 5,6-O-isopropylidene-L-ascorbic acid (15042-01-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HOAc / 4 h / 80 °C

2: AcCl / 2 h / 18 °C

With acetic acid; acetyl chloride;

DOI:10.1071/C98157

upstream raw materials:

3,5-O-benzylidene-6-O-t-butyldimethylsilyl-L-gulono-1,4-lactone

Downstream raw materials:

ascorbic acid

5,6-O-isopropylidene-L-ascorbic acid