Benzhydryl 2β-bromomethyl-2α-methyl-6,6-dihydropenicillanate

Base Information

Chemical Name:Benzhydryl 2β-bromomethyl-2α-methyl-6,6-dihydropenicillanate
CAS No.:89051-48-9
Molecular Formula:C₂₁H₂₀BrNO₃S
Molecular Weight:446.365
Hs Code.:

Synonyms:Benzhydryl 2β-bromomethyl-2α-methyl-6,6-dihydropenicillanate

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Chemical Property of Benzhydryl 2β-bromomethyl-2α-methyl-6,6-dihydropenicillanate

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Technology Process of Benzhydryl 2β-bromomethyl-2α-methyl-6,6-dihydropenicillanate

There total 5 articles about Benzhydryl 2β-bromomethyl-2α-methyl-6,6-dihydropenicillanate 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: 92.0%

: 85573-72-4,87579-79-1
(R)-2-[2-(benzothiazol-2-yldisulfanyl)-4-oxo-azetidin-1-yl]-3-methyl-butyl-3-enoic acid benzhydryl ester

: 89051-48-9
Benzhydryl 2β-bromomethyl-2α-methyl-6,6-dihydropenicillanate

Guidance literature:: With copper(ll) bromide; In dichloromethane; at 0 - 5 ℃; for 5h;
DOI:10.1055/s-1986-31587

Reference yield:

: 551-16-6,1079-37-4,3115-55-7,21794-93-4,145920-51-0
6-aminopenicillanic acid

: 89051-48-9
Benzhydryl 2β-bromomethyl-2α-methyl-6,6-dihydropenicillanate

Guidance literature:: Multi-step reaction with 5 steps

1: 89 percent / 2.5N H₂SO₄, KBr, NaNO₂ / ethanol; H₂O / 3.5 h / 6 - 8 °C

2: 1.) peracetic acid, 2.) 1percent aq. KI, 10percent aq. H₂SO₄, peracetic acid / 1.) H₂O, CHCl₃, 0 deg C, 30 min, 2.) 0 deg C, 1 h; r.t., 1 h

3: 96 percent / Zn, glacial acetic acid / acetonitrile / 3 h / 0 °C

4: 94 percent / toluene / 4 h / Heating

5: 92 percent / CuBr₂ / CH₂Cl₂ / 5 h / 0 - 5 °C

With peracetic acid; sulfuric acid; acetic acid; potassium iodide; potassium bromide; copper(ll) bromide; zinc; sodium nitrite; In ethanol; dichloromethane; water; toluene; acetonitrile;
DOI:10.1055/s-1986-31587

Reference yield:

: 80353-26-0,100349-41-5
Benzhydryl 6α-bromopenicillanate-1-oxide

: 89051-48-9
Benzhydryl 2β-bromomethyl-2α-methyl-6,6-dihydropenicillanate

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / Zn, glacial acetic acid / acetonitrile / 3 h / 0 °C

2: 94 percent / toluene / 4 h / Heating

3: 92 percent / CuBr₂ / CH₂Cl₂ / 5 h / 0 - 5 °C

With acetic acid; copper(ll) bromide; zinc; In dichloromethane; toluene; acetonitrile;
DOI:10.1055/s-1986-31587