2,3-O-Isopropyliden-6-O-p-toluolsulfonyl-L-gulosonsaeuremethylester

Base Information

• Chemical Name: 2,3-O-Isopropyliden-6-O-p-toluolsulfonyl-L-gulosonsaeuremethylester
• CAS No.: 76209-16-0
• Molecular Formula: C₁₇H₂₂O₉S
• Molecular Weight: 402.422
• Mol file: 76209-16-0.mol

Synonyms:

Chemical Property of 2,3-O-Isopropyliden-6-O-p-toluolsulfonyl-L-gulosonsaeuremethylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-O-Isopropyliden-6-O-p-toluolsulfonyl-L-gulosonsaeuremethylester

There total 3 articles about 2,3-O-Isopropyliden-6-O-p-toluolsulfonyl-L-gulosonsaeuremethylester 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: 58.0%

p-toluenesulfonyl chloride (98-59-9) + methyl 2,3-O-isopropylidene-L-lyxo-hex-2-ulofuranosate (76110-72-0) → 2,3-O-Isopropyliden-6-O-p-toluolsulfonyl-L-gulosonsaeuremethylester (76209-16-0)

Guidance literature:

With pyridine; for 16h; Ambient temperature;

DOI:10.1002/hlca.19800630642

Reference yield:

dikegulac (18467-77-1) → 2,3-O-Isopropyliden-6-O-p-toluolsulfonyl-L-gulosonsaeuremethylester (76209-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄ / CCl₄ / 0.5 h / Heating

2: 7.5 g / pyridine / 16 h / 20 °C

With pyridine; sulfuric acid; In tetrachloromethane;

DOI:10.1016/S0008-6215(00)00183-X

Reference yield:

methyl 2,3:4,6-di-O-isopropylidene-α-L-xylo-2-hexulofuranosonate (52507-90-1) → 2,3-O-Isopropyliden-6-O-p-toluolsulfonyl-L-gulosonsaeuremethylester (76209-16-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 13 g / Cu(Ac)2 / H₂O / 0.08 h

2: 58 percent / pyridin / 16 h / Ambient temperature

With pyridine; copper diacetate; In water;

DOI:10.1002/hlca.19800630642

upstream raw materials:

p-toluenesulfonyl chloride

methyl 2,3-O-isopropylidene-L-lyxo-hex-2-ulofuranosate

dikegulac

methyl 2,3:4,6-di-O-isopropylidene-α-L-xylo-2-hexulofuranosonate

Downstream raw materials:

6-Desoxy-6-fluor-L-ascorbinsaeure