p-methoxybenzyl (3S,5R,6Z)-6-<1-<1-<2-(1-methylimidazol-2-yl)thioethyl>-1,2,3-triazol-4-yl>methylene>penicillanate 1,1-dioxide

Base Information

Chemical Name:p-methoxybenzyl (3S,5R,6Z)-6-<1-<1-<2-(1-methylimidazol-2-yl)thioethyl>-1,2,3-triazol-4-yl>methylene>penicillanate 1,1-dioxide
CAS No.:158877-20-4
Molecular Formula:C₂₅H₂₈N₆O₆S₂
Molecular Weight:572.666
Hs Code.:

Synonyms:p-methoxybenzyl (3S,5R,6Z)-6-<1-<1-<2-(1-methylimidazol-2-yl)thioethyl>-1,2,3-triazol-4-yl>methylene>penicillanate 1,1-dioxide

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Chemical Property of p-methoxybenzyl (3S,5R,6Z)-6-<1-<1-<2-(1-methylimidazol-2-yl)thioethyl>-1,2,3-triazol-4-yl>methylene>penicillanate 1,1-dioxide

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Technology Process of p-methoxybenzyl (3S,5R,6Z)-6-<1-<1-<2-(1-methylimidazol-2-yl)thioethyl>-1,2,3-triazol-4-yl>methylene>penicillanate 1,1-dioxide

There total 4 articles about p-methoxybenzyl (3S,5R,6Z)-6-<1-<1-<2-(1-methylimidazol-2-yl)thioethyl>-1,2,3-triazol-4-yl>methylene>penicillanate 1,1-dioxide 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: 51.0%

: 158877-18-0
p-methoxybenzyl (3S,5R,6S)-6-<(1RS)-1-acetoxy-1-<1-<2-(1-methylimidazol-2-yl)thioethyl>-1,2,3-triazol-4-yl>methyl>penicillanate 1,1-dioxide

: 158877-20-4
p-methoxybenzyl (3S,5R,6Z)-6-<1-<1-<2-(1-methylimidazol-2-yl)thioethyl>-1,2,3-triazol-4-yl>methylene>penicillanate 1,1-dioxide

: 158877-22-6
p-methoxybenzyl (3S,5R,6E)-6-<1-<1-<2-(1-methylimidazol-2-yl)thioethyl>-1,2,3-triazol-4-yl>methylene>penicillanate 1,1-dioxide

Guidance literature:: With DBN; In dichloromethane; at -70 ℃; for 0.333333h;
DOI:10.7164/antibiotics.47.1030

Reference yield:

: 158877-12-4
1-(2-hydroxyethyl)-1,2,3-triazole-4-carbaldehyde

: 158877-20-4
p-methoxybenzyl (3S,5R,6Z)-6-<1-<1-<2-(1-methylimidazol-2-yl)thioethyl>-1,2,3-triazol-4-yl>methylene>penicillanate 1,1-dioxide

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) Et₃N, (CF₃SO₂)2O, 2.) Et₃N / 1.) CH₂Cl₂, -15 deg C - -20 deg C, 3.5 h, 2.) CH₂Cl₂, r.t., overnight

2: 1.) CH₃MgBr / 1.) THF, -78 deg C, 15 min, 2.) THF, CH₂Cl₂, -78 deg C, 10 h

3: 90 percent / pyridine / tetrahydrofuran / Ambient temperature

4: 42 percent / 1,5-diazabicyclo<4.3.0>non-5-ene / CH₂Cl₂ / 0.33 h / -70 °C

With pyridine; trifluoromethylsulfonic anhydride; DBN; methylmagnesium bromide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.7164/antibiotics.47.1030

Reference yield:

: 158877-14-6
1-<2-(1-methylimidazol-2-yl)thioethyl>-1,2,3-triazole-4-carbaldehyde

: 158877-20-4
p-methoxybenzyl (3S,5R,6Z)-6-<1-<1-<2-(1-methylimidazol-2-yl)thioethyl>-1,2,3-triazol-4-yl>methylene>penicillanate 1,1-dioxide

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) CH₃MgBr / 1.) THF, -78 deg C, 15 min, 2.) THF, CH₂Cl₂, -78 deg C, 10 h

2: 90 percent / pyridine / tetrahydrofuran / Ambient temperature

3: 42 percent / 1,5-diazabicyclo<4.3.0>non-5-ene / CH₂Cl₂ / 0.33 h / -70 °C

With pyridine; DBN; methylmagnesium bromide; In tetrahydrofuran; dichloromethane;
DOI:10.7164/antibiotics.47.1030