(αS,3S,5R,6R)-6-(α-chlorobenzyl)penicillanic acid 1,1-dioxide

Base Information

Chemical Name:(αS,3S,5R,6R)-6-(α-chlorobenzyl)penicillanic acid 1,1-dioxide
CAS No.:98153-42-5
Molecular Formula:C₁₅H₁₆ClNO₅S
Molecular Weight:357.815
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (αS,3S,5R,6R)-6-(α-chlorobenzyl)penicillanic acid 1,1-dioxide

Chemical Property:

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Technology Process of (αS,3S,5R,6R)-6-(α-chlorobenzyl)penicillanic acid 1,1-dioxide

There total 6 articles about (αS,3S,5R,6R)-6-(α-chlorobenzyl)penicillanic acid 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: 63.0%

: 98153-40-3
benzhydryl(αS,3S,5R,6R)-6-(α-chlorobenzyl)penicillanate 1,1-dioxide

: 98153-42-5
(αS,3S,5R,6R)-6-(α-chlorobenzyl)penicillanic acid 1,1-dioxide

Guidance literature:: With 2,2,2-trifluoroethanol; trifluoroacetic acid; at 0 ℃; for 2h;

Reference yield:

: 75527-84-3
diphenylmethyl 6,6-dibromopenicillanate

: 98153-42-5
(αS,3S,5R,6R)-6-(α-chlorobenzyl)penicillanic acid 1,1-dioxide

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) methylmagnesium bromide / 1.) THF, diethyl ether, -70 deg C, 15 min, 2.) -70 deg C, 15 min

2: 57 percent / tributyltin hydride, azoisobutyronitrile / benzene / 2 h / Heating

3: 97 percent / N-chlorosuccinimide, triphenylphosphine / tetrahydrofuran / 1.5 h / Ambient temperature

4: 36 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1.) 30 min, room temp., 2.) 4 h, reflux

5: 63 percent / trifluoroethanol, trifluoroacetic acid / 2 h / 0 °C

With N-chloro-succinimide; 2,2'-azobis(isobutyronitrile); 2,2,2-trifluoroethanol; methylmagnesium bromide; tri-n-butyl-tin hydride; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; benzene;

Reference yield:

: 100-52-7
benzaldehyde

: 98153-42-5
(αS,3S,5R,6R)-6-(α-chlorobenzyl)penicillanic acid 1,1-dioxide

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) methylmagnesium bromide / 1.) THF, diethyl ether, -70 deg C, 15 min, 2.) -70 deg C, 15 min

2: 57 percent / tributyltin hydride, azoisobutyronitrile / benzene / 2 h / Heating

3: 97 percent / N-chlorosuccinimide, triphenylphosphine / tetrahydrofuran / 1.5 h / Ambient temperature

4: 36 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 1.) 30 min, room temp., 2.) 4 h, reflux

5: 63 percent / trifluoroethanol, trifluoroacetic acid / 2 h / 0 °C

With N-chloro-succinimide; 2,2'-azobis(isobutyronitrile); 2,2,2-trifluoroethanol; methylmagnesium bromide; tri-n-butyl-tin hydride; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; benzene;