benzhydryl 2β-<(4-bromomethyl)-1,2,3-triazol-1-yl>methyl-6,6-dihydropenicillanate 1,1-dioxide

Base Information

Chemical Name:benzhydryl 2β-<(4-bromomethyl)-1,2,3-triazol-1-yl>methyl-6,6-dihydropenicillanate 1,1-dioxide
CAS No.:171423-25-9
Molecular Formula:C₂₄H₂₃BrN₄O₅S
Molecular Weight:559.44
Hs Code.:

Synonyms:benzhydryl 2β-<(4-bromomethyl)-1,2,3-triazol-1-yl>methyl-6,6-dihydropenicillanate 1,1-dioxide

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Chemical Property of benzhydryl 2β-<(4-bromomethyl)-1,2,3-triazol-1-yl>methyl-6,6-dihydropenicillanate 1,1-dioxide

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Technology Process of benzhydryl 2β-<(4-bromomethyl)-1,2,3-triazol-1-yl>methyl-6,6-dihydropenicillanate 1,1-dioxide

There total 3 articles about benzhydryl 2β-<(4-bromomethyl)-1,2,3-triazol-1-yl>methyl-6,6-dihydropenicillanate 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: 64.0%

: 171423-22-6
benzhydryl 2β-<(4-hydroxymethyl)-1,2,3-triazol-1-yl>methyl-6,6-dihydropenicillanate 1,1-dioxide

: 171423-25-9
benzhydryl 2β-<(4-bromomethyl)-1,2,3-triazol-1-yl>methyl-6,6-dihydropenicillanate 1,1-dioxide

Guidance literature:: With N-Bromosuccinimide; triphenylphosphine; In acetonitrile; for 3h; Ambient temperature;
DOI:10.7164/antibiotics.48.1320

Reference yield:

: benzhydryl 2β-(azidomethyl)-2α-methylpenam-3α-carboxylate 1,1-dioxide

: 171423-25-9
benzhydryl 2β-<(4-bromomethyl)-1,2,3-triazol-1-yl>methyl-6,6-dihydropenicillanate 1,1-dioxide

Guidance literature:: Multi-step reaction with 3 steps

1: 55 percent / 1,2-dimethoxy-ethane / 18 h / 50 °C

2: 78 percent / diisobutylaluminium hydride / tetrahydrofuran / 2.5 h / -60 °C

3: 64 percent / triphenylphosphine, N-bromosuccinimide / acetonitrile / 3 h / Ambient temperature

With N-Bromosuccinimide; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; 1,2-dimethoxyethane; acetonitrile;
DOI:10.7164/antibiotics.48.1320

Reference yield:

: 98382-61-7
benzhydryl 2β-<(4-carboxaldehyde)-1,2,3-triazol-1-yl>methyl-6,6-dihydropenicillanate 1,1-dioxide

: 171423-25-9
benzhydryl 2β-<(4-bromomethyl)-1,2,3-triazol-1-yl>methyl-6,6-dihydropenicillanate 1,1-dioxide

Guidance literature:: Multi-step reaction with 2 steps

1: 78 percent / diisobutylaluminium hydride / tetrahydrofuran / 2.5 h / -60 °C

2: 64 percent / triphenylphosphine, N-bromosuccinimide / acetonitrile / 3 h / Ambient temperature

With N-Bromosuccinimide; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; acetonitrile;
DOI:10.7164/antibiotics.48.1320