N²,N⁹-di-p-toluenesulfonyl-15-hydroxy-16-hydroxymethyl-15,16'-O-isopropylidene-2,9-diaza<10>(2,5)pyridinophane

Base Information

• Chemical Name: N²,N⁹-di-p-toluenesulfonyl-15-hydroxy-16-hydroxymethyl-15,16'-O-isopropylidene-2,9-diaza<10>(2,5)pyridinophane
• CAS No.: 80958-65-2
• Molecular Formula: C₃₁H₃₉N₃O₆S₂
• Molecular Weight: 613.799

Synonyms:N²,N⁹-di-p-toluenesulfonyl-15-hydroxy-16-hydroxymethyl-15,16'-O-isopropylidene-2,9-diaza<10>(2,5)pyridinophane

Chemical Property of N²,N⁹-di-p-toluenesulfonyl-15-hydroxy-16-hydroxymethyl-15,16'-O-isopropylidene-2,9-diaza<10>(2,5)pyridinophane

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Technology Process of N²,N⁹-di-p-toluenesulfonyl-15-hydroxy-16-hydroxymethyl-15,16'-O-isopropylidene-2,9-diaza<10>(2,5)pyridinophane

There total 4 articles about N²,N⁹-di-p-toluenesulfonyl-15-hydroxy-16-hydroxymethyl-15,16'-O-isopropylidene-2,9-diaza<10>(2,5)pyridinophane 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: 90.0%

N,N'-ditosyl-1,6-diaminohexane (69762-22-7) + 5'-Deoxy-2',5'-dichloro-3,4'-O-isopropylidenepyridoxine Hydrochloride (80958-57-2) → N2,N9-di-p-toluenesulfonyl-15-hydroxy-16-hydroxymethyl-15,16'-O-isopropylidene-2,9-diaza<10>(2,5)pyridinophane (80958-65-2)

Guidance literature:

In N,N-dimethyl-formamide; at 90 ℃; for 2.5h;

DOI:10.1021/jo00156a027

Reference yield: 90.0%

5'-Deoxy-2',5'-dichloro-3,4'-O-isopropylidenepyridoxine Hydrochloride (80958-57-2) + N,N'-di-p-toluenesulfonyl-1,6-hexanediamine disodium salt (80958-59-4) → N2,N9-di-p-toluenesulfonyl-15-hydroxy-16-hydroxymethyl-15,16'-O-isopropylidene-2,9-diaza<10>(2,5)pyridinophane (80958-65-2)

Guidance literature:

In N,N-dimethyl-formamide; at 90 ℃; for 3h;

DOI:10.1246/cl.1981.1749

Reference yield:

2'-hydroxy-3,4'-O-isopropylidene-pyridoxine (49797-82-2) → N2,N9-di-p-toluenesulfonyl-15-hydroxy-16-hydroxymethyl-15,16'-O-isopropylidene-2,9-diaza<10>(2,5)pyridinophane (80958-65-2)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride / benzene / Ambient temperature

2: 90 percent / dimethylformamide / 3 h / 90 °C

With thionyl chloride; In N,N-dimethyl-formamide; benzene;

DOI:10.1246/cl.1981.1749

upstream raw materials:

N,N'-ditosyl-1,6-diaminohexane

5'-Deoxy-2',5'-dichloro-3,4'-O-isopropylidenepyridoxine Hydrochloride

N,N'-di-p-toluenesulfonyl-1,6-hexanediamine disodium salt

2'-hydroxy-3,4'-O-isopropylidene-pyridoxine

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