(2S,3R)-1-(1'-benzyloxycarbonyl-2'-methyl-1',2'-epoxypropyl)-2-acetyloxy-3-[3'-(o-chlorophenyl)-5'-methylisoxazol-4'yl]carbonylamino-4-oxoazetidine

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Chemical Name:(2S,3R)-1-(1'-benzyloxycarbonyl-2'-methyl-1',2'-epoxypropyl)-2-acetyloxy-3-[3'-(o-chlorophenyl)-5'-methylisoxazol-4'yl]carbonylamino-4-oxoazetidine
CAS No.:446264-42-2
Molecular Formula:C₂₈H₂₆ClN₃O₈
Molecular Weight:567.983
Hs Code.:

Synonyms:(2S,3R)-1-(1'-benzyloxycarbonyl-2'-methyl-1',2'-epoxypropyl)-2-acetyloxy-3-[3'-(o-chlorophenyl)-5'-methylisoxazol-4'yl]carbonylamino-4-oxoazetidine

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Chemical Property of (2S,3R)-1-(1'-benzyloxycarbonyl-2'-methyl-1',2'-epoxypropyl)-2-acetyloxy-3-[3'-(o-chlorophenyl)-5'-methylisoxazol-4'yl]carbonylamino-4-oxoazetidine

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Technology Process of (2S,3R)-1-(1'-benzyloxycarbonyl-2'-methyl-1',2'-epoxypropyl)-2-acetyloxy-3-[3'-(o-chlorophenyl)-5'-methylisoxazol-4'yl]carbonylamino-4-oxoazetidine

There total 7 articles about (2S,3R)-1-(1'-benzyloxycarbonyl-2'-methyl-1',2'-epoxypropyl)-2-acetyloxy-3-[3'-(o-chlorophenyl)-5'-methylisoxazol-4'yl]carbonylamino-4-oxoazetidine 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: 36.0%

: 446264-41-1
(2S,3R)-1-(1'-benzyloxycarbonyl-2'-methylpropen-1'-yl)-2-acetyloxy-3-[3'-(o-chlorophenyl)-5'-methyl-5'-isoxazol-4'yl]carbonylamino-4-oxoazetidine

: 446264-42-2
(2S,3R)-1-(1'-benzyloxycarbonyl-2'-methyl-1',2'-epoxypropyl)-2-acetyloxy-3-[3'-(o-chlorophenyl)-5'-methylisoxazol-4'yl]carbonylamino-4-oxoazetidine

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 44h;

Reference yield:

: 100-39-0
benzyl bromide

: 446264-42-2
(2S,3R)-1-(1'-benzyloxycarbonyl-2'-methyl-1',2'-epoxypropyl)-2-acetyloxy-3-[3'-(o-chlorophenyl)-5'-methylisoxazol-4'yl]carbonylamino-4-oxoazetidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 67.6 percent / dimethylformamide / 5 h / 20 °C

2.1: 66.5 percent / aq. H₂O₂; AcOH / 10 h / 20 °C

3.1: NCS / toluene / 1.5 h / Heating

3.2: toluene / 3 h / 20 °C

4.1: 62 percent / NCS / CH₂Cl₂ / 2 h / 20 °C

5.1: 20.4 percent / HCl (g) / CH₂Cl₂ / 20 h / 20 °C

6.1: 36 percent / m-CPBA / CH₂Cl₂ / 44 h / 20 °C

With hydrogenchloride; N-chloro-succinimide; dihydrogen peroxide; acetic acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 642-78-4
cloxacillin sodium

: 446264-42-2
(2S,3R)-1-(1'-benzyloxycarbonyl-2'-methyl-1',2'-epoxypropyl)-2-acetyloxy-3-[3'-(o-chlorophenyl)-5'-methylisoxazol-4'yl]carbonylamino-4-oxoazetidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 67.6 percent / dimethylformamide / 5 h / 20 °C

2.1: 66.5 percent / aq. H₂O₂; AcOH / 10 h / 20 °C

3.1: NCS / toluene / 1.5 h / Heating

3.2: toluene / 3 h / 20 °C

4.1: 62 percent / NCS / CH₂Cl₂ / 2 h / 20 °C

5.1: 20.4 percent / HCl (g) / CH₂Cl₂ / 20 h / 20 °C

6.1: 36 percent / m-CPBA / CH₂Cl₂ / 44 h / 20 °C

With hydrogenchloride; N-chloro-succinimide; dihydrogen peroxide; acetic acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;