3-O-Benzyl-1,2-O-isopropylidene-β-L-ido-furanose 5,6-sulphate

Base Information

• Chemical Name: 3-O-Benzyl-1,2-O-isopropylidene-β-L-ido-furanose 5,6-sulphate
• CAS No.: 152554-16-0
• Molecular Formula: C₁₆H₂₀O₈S
• Molecular Weight: 372.396
• Mol file: 152554-16-0.mol

Synonyms:3-O-Benzyl-1,2-O-isopropylidene-β-L-ido-furanose 5,6-sulphate

Chemical Property of 3-O-Benzyl-1,2-O-isopropylidene-β-L-ido-furanose 5,6-sulphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-Benzyl-1,2-O-isopropylidene-β-L-ido-furanose 5,6-sulphate

There total 4 articles about 3-O-Benzyl-1,2-O-isopropylidene-β-L-ido-furanose 5,6-sulphate 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:

(3aR,5S,6S,6aR)-6-Benzyloxy-2,2-dimethyl-5-((S)-2-oxo-2λ4-[1,3,2]dioxathiolan-4-yl)-tetrahydro-furo[2,3-d][1,3]dioxole → 3-O-Benzyl-1,2-O-isopropylidene-β-L-ido-furanose 5,6-sulphate (152554-16-0)

Guidance literature:

With sodium periodate; ruthenium trichloride; In dichloromethane; water; acetonitrile; at 20 ℃; for 0.25h; Yield given;

DOI:10.1002/recl.19931120704

Reference yield:

1,2-O-isopropylidene-3-O-benzyl-α-D-glucofuranose (42926-89-6) → 3-O-Benzyl-1,2-O-isopropylidene-β-L-ido-furanose 5,6-sulphate (152554-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂, pyridine / ethyl acetate / 0.25 h / 0 °C

2: NaIO₄ / RuCl₃ / CH₂Cl₂; acetonitrile; H₂O / 0.25 h / 20 °C

With pyridine; sodium periodate; thionyl chloride; ruthenium trichloride; In dichloromethane; water; ethyl acetate; acetonitrile;

DOI:10.1002/recl.19931120704

Reference yield:

3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose (23558-05-6) → 3-O-Benzyl-1,2-O-isopropylidene-β-L-ido-furanose 5,6-sulphate (152554-16-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / tetrahydrofuran / 2 h / -20 °C

2: 78 percent / NaOAc, NaBr, CH₃CO₃H / acetic acid / 2 h / 0 °C

3: SOCl₂, pyridine / ethyl acetate / 0.25 h / 0 °C

4: NaIO₄ / RuCl₃ / CH₂Cl₂; acetonitrile; H₂O / 0.25 h / 20 °C

With pyridine; peracetic acid; sodium periodate; thionyl chloride; sodium acetate; sodium bromide; ruthenium trichloride; In tetrahydrofuran; dichloromethane; water; acetic acid; ethyl acetate; acetonitrile;

DOI:10.1002/recl.19931120704

upstream raw materials:

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

3-O-benzyl-1,2-O-isopropylidene-1,5-D-xylo-dialdofuranose

Downstream raw materials:

3-O-Benzyl-5,6-(benzyloxycarbonylepimino)-5,6-dideoxy-1,2-O-isopropylidene-α-D-gluco-furanose