2,3-O-Isopropylidene-5-O-(p-tolylsulfonyl)-L-lyxono-1,4-lactone

Base Information

• Chemical Name: 2,3-O-Isopropylidene-5-O-(p-tolylsulfonyl)-L-lyxono-1,4-lactone
• CAS No.: 152139-46-3
• Molecular Formula: C₁₅H₁₈O₇S
• Molecular Weight: 342.37
• Mol file: 152139-46-3.mol

Synonyms:2,3-O-Isopropylidene-5-O-(p-tolylsulfonyl)-L-lyxono-1,4-lactone

Chemical Property of 2,3-O-Isopropylidene-5-O-(p-tolylsulfonyl)-L-lyxono-1,4-lactone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-O-Isopropylidene-5-O-(p-tolylsulfonyl)-L-lyxono-1,4-lactone

There total 3 articles about 2,3-O-Isopropylidene-5-O-(p-tolylsulfonyl)-L-lyxono-1,4-lactone 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: 78.0%

p-toluenesulfonyl chloride (98-59-9) + 2,3-O-isopropylidene-L-lyxono-1,4-lactone (152006-17-2) → 2,3-O-Isopropylidene-5-O-(p-tolylsulfonyl)-L-lyxono-1,4-lactone (152139-46-3)

Guidance literature:

With pyridine; In chloroform; at 0 ℃; for 4h;

DOI:10.1021/jo00079a034

Reference yield:

2,3-Isopropylidene-D-gulono-γ-lactone (23843-32-5) → 2,3-O-Isopropylidene-5-O-(p-tolylsulfonyl)-L-lyxono-1,4-lactone (152139-46-3)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. NaIO₄ / 0.33 h / Ambient temperature

2: NaBH₃CN, HCl / methanol / 6 h / Ambient temperature

3: 78 percent / pyridine / CHCl₃ / 4 h / 0 °C

With pyridine; hydrogenchloride; sodium periodate; sodium cyanoborohydride; In methanol; chloroform;

DOI:10.1021/jo00079a034

Reference yield:

3,4-O-Isopropylidene-L-arabinuronic acid 2,5-lactone (151930-65-3) → 2,3-O-Isopropylidene-5-O-(p-tolylsulfonyl)-L-lyxono-1,4-lactone (152139-46-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₃CN, HCl / methanol / 6 h / Ambient temperature

2: 78 percent / pyridine / CHCl₃ / 4 h / 0 °C

With pyridine; hydrogenchloride; sodium cyanoborohydride; In methanol; chloroform;

DOI:10.1021/jo00079a034

upstream raw materials:

p-toluenesulfonyl chloride

2,3-O-isopropylidene-L-lyxono-1,4-lactone

2,3-Isopropylidene-D-gulono-γ-lactone

3,4-O-Isopropylidene-L-arabinuronic acid 2,5-lactone

Downstream raw materials:

2-N-benzyl-2,6-dideoxy-2,6-imino-3,4-O-isopropylidene-L-talononitrile

2-N-benzyl-2,6-dideoxy-2,6-imino-3,4-O-isopropylidene-L-galactononitrile

2,6-dideoxy-2,6-imino-3,4-O-isopropylidene-2-N-(4-methoxybenzyl)-L-talononitrile

2,6-dideoxy-2,6-imino-3,4-O-isopropylidene-2-N-(4-methoxybenzyl)-L-galactononitrile