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

Base Information

Chemical Name:N-[4-benzyloxy-2-(1,5-dihydroxy-pent-3-enyl)-phenyl]-4-methyl-benzenesulfonamide
CAS No.:791810-67-8
Molecular Formula:C₂₅H₂₇NO₅S
Molecular Weight:453.559
Hs Code.:

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

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

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

Chemical Property:

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

There total 9 articles about N-[4-benzyloxy-2-(1,5-dihydroxy-pent-3-enyl)-phenyl]-4-methyl-benzenesulfonamide 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:

: N-[4-benzyloxy-2-(2,2-diphenyl-5,8-dihydro-4H-[1,3,2]dioxasilocin-4-yl)phenyl]-4-methylbenzenesulfonamide

: 791810-67-8
N-[4-benzyloxy-2-(1,5-dihydroxy-pent-3-enyl)-phenyl]-4-methyl-benzenesulfonamide

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 5h;
DOI:10.1016/j.tet.2004.08.014

Reference yield:

: 394-31-0
2-amino-5-hydroxybenzoic acid

: 791810-67-8
N-[4-benzyloxy-2-(1,5-dihydroxy-pent-3-enyl)-phenyl]-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 9 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

8: 85.7 percent / Cl₂(PCy₃)2Ru=CHPh / CH₂Cl₂ / 5 h / Heating

9: TBAF / tetrahydrofuran / 5 h / 20 °C

With pyridine; dipyridinium dichromate; Grubbs catalyst first generation; lithium borohydride; sulfuryl dichloride; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.08.014

Reference yield:

: 1882-72-0
methyl 2-amino-5-hydroxybenzoate

: 791810-67-8
N-[4-benzyloxy-2-(1,5-dihydroxy-pent-3-enyl)-phenyl]-4-methyl-benzenesulfonamide

Guidance literature:: Multi-step reaction with 8 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

7: 85.7 percent / Cl₂(PCy₃)2Ru=CHPh / CH₂Cl₂ / 5 h / Heating

8: TBAF / tetrahydrofuran / 5 h / 20 °C

With pyridine; dipyridinium dichromate; Grubbs catalyst first generation; lithium borohydride; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2004.08.014