N-[4-benzyloxy-2-(1-(allyloxydiphenylsilyloxy)but-3-enyl)phenyl]-4-methylbenzenesulfonamide

Base Information

• Chemical Name: N-[4-benzyloxy-2-(1-(allyloxydiphenylsilyloxy)but-3-enyl)phenyl]-4-methylbenzenesulfonamide
• CAS No.: 791810-64-5
• Molecular Formula: C₃₉H₃₉NO₅SSi
• Molecular Weight: 661.894
• Mol file: 791810-64-5.mol

Synonyms:N-[4-benzyloxy-2-(1-(allyloxydiphenylsilyloxy)but-3-enyl)phenyl]-4-methylbenzenesulfonamide

Chemical Property of N-[4-benzyloxy-2-(1-(allyloxydiphenylsilyloxy)but-3-enyl)phenyl]-4-methylbenzenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[4-benzyloxy-2-(1-(allyloxydiphenylsilyloxy)but-3-enyl)phenyl]-4-methylbenzenesulfonamide

There total 7 articles about N-[4-benzyloxy-2-(1-(allyloxydiphenylsilyloxy)but-3-enyl)phenyl]-4-methylbenzenesulfonamide 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: 97.4%

allyloxychlorodiphenylsilane (791810-66-7) + N-[4-benzyloxy-2-(1-hydroxybut-3-enyl)phenyl]-4-methylbenzenesulfonamide (791810-63-4) → N-[4-benzyloxy-2-(1-(allyloxydiphenylsilyloxy)but-3-enyl)phenyl]-4-methylbenzenesulfonamide (791810-64-5)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.tet.2004.08.014

Reference yield:

2-amino-5-hydroxybenzoic acid (394-31-0) → N-[4-benzyloxy-2-(1-(allyloxydiphenylsilyloxy)but-3-enyl)phenyl]-4-methylbenzenesulfonamide (791810-64-5)

Guidance literature:

Multi-step reaction with 7 steps

1: SO₂Cl / 4 h / Heating

2: pyridine / 5 h / 20 °C

3: 93.3 percent / NaH / dimethylformamide / 15 h / 0 °C

4: 100 percent / LiBH₄ / tetrahydrofuran / 20 h / Heating

5: 80 percent / pyridinium dichromate / CH₂Cl₂ / 3 h / 20 °C

6: 100 percent / diethyl ether; tetrahydrofuran / 2 h / -10 °C

7: 97.4 percent / Et₃N / CH₂Cl₂ / 0.08 h / 20 °C

With pyridine; dipyridinium dichromate; lithium borohydride; sulfuryl dichloride; sodium hydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2004.08.014

Reference yield:

methyl 2-amino-5-hydroxybenzoate (1882-72-0) → N-[4-benzyloxy-2-(1-(allyloxydiphenylsilyloxy)but-3-enyl)phenyl]-4-methylbenzenesulfonamide (791810-64-5)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridine / 5 h / 20 °C

2: 93.3 percent / NaH / dimethylformamide / 15 h / 0 °C

3: 100 percent / LiBH₄ / tetrahydrofuran / 20 h / Heating

4: 80 percent / pyridinium dichromate / CH₂Cl₂ / 3 h / 20 °C

5: 100 percent / diethyl ether; tetrahydrofuran / 2 h / -10 °C

6: 97.4 percent / Et₃N / CH₂Cl₂ / 0.08 h / 20 °C

With pyridine; dipyridinium dichromate; lithium borohydride; sodium hydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2004.08.014

upstream raw materials:

allyloxychlorodiphenylsilane

N-[4-benzyloxy-2-(1-hydroxybut-3-enyl)phenyl]-4-methylbenzenesulfonamide

2-amino-5-hydroxybenzoic acid

methyl 2-amino-5-hydroxybenzoate

Downstream raw materials:

N-[4-benzyloxy-2-(1,5-dihydroxy-pent-3-enyl)-phenyl]-4-methyl-benzenesulfonamide

(Z)-1,5-diacetoxy-5-[5-benzyloxy-2-(4-methylbenzenesulfonylamino)phenyl]-2-pentene