1-<1-((Benzyloxy)carbonyl)-2-methylprop-1-enyl>-3β-(phenoxyacetamido)-4β-<<<(trichloroethoxy)carbonyl>oxy>acetoxy>azetidin-2-one

Base Information

Chemical Name:1-<1-((Benzyloxy)carbonyl)-2-methylprop-1-enyl>-3β-(phenoxyacetamido)-4β-<<<(trichloroethoxy)carbonyl>oxy>acetoxy>azetidin-2-one
CAS No.:74281-01-9
Molecular Formula:C₂₈H₂₇Cl₃N₂O₁₀
Molecular Weight:657.889
Hs Code.:

Synonyms:1-<1-((Benzyloxy)carbonyl)-2-methylprop-1-enyl>-3β-(phenoxyacetamido)-4β-<<<(trichloroethoxy)carbonyl>oxy>acetoxy>azetidin-2-one

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Chemical Property of 1-<1-((Benzyloxy)carbonyl)-2-methylprop-1-enyl>-3β-(phenoxyacetamido)-4β-<<<(trichloroethoxy)carbonyl>oxy>acetoxy>azetidin-2-one

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Technology Process of 1-<1-((Benzyloxy)carbonyl)-2-methylprop-1-enyl>-3β-(phenoxyacetamido)-4β-<<<(trichloroethoxy)carbonyl>oxy>acetoxy>azetidin-2-one

There total 14 articles about 1-<1-((Benzyloxy)carbonyl)-2-methylprop-1-enyl>-3β-(phenoxyacetamido)-4β-<<<(trichloroethoxy)carbonyl>oxy>acetoxy>azetidin-2-one 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:

: 74280-93-6
1,2-secopenicillin tosylate

: 74281-01-9
1-<1-((Benzyloxy)carbonyl)-2-methylprop-1-enyl>-3β-(phenoxyacetamido)-4β-<<<(trichloroethoxy)carbonyl>oxy>acetoxy>azetidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / Et₃N / CH₂Cl₂ / 1) -40 deg C, 30 min, 2) up to 0 deg C, 30 min.

2: 9.30 g / Cl₂ / CH₂Cl₂; CCl₄ / 1) -78 deg C, 30 min, 2) 0 deg C, 30 min

3: 7.59 g / Ag₂O, AgBF₄ / CH₂Cl₂ / 1) -30 deg C, 2) -20 deg C, 1.5h

4: 0.880 g / Pyridine / tetrahydrofuran / 1.5 h / -78 deg C -> room temp.

5: 0.730 g / camphorsulfonic acid, H₂O / CH₂Cl₂ / 0.58 h / Ambient temperature

With pyridine; silver tetrafluoroborate; camphor-10-sulfonic acid; water; chlorine; triethylamine; silver(l) oxide; In tetrahydrofuran; tetrachloromethane; dichloromethane;
DOI:10.1021/jo01306a028

Reference yield:

: 74281-00-8
7-<1-((Benzyloxy)carbonyl)-2-methylprop-1-enyl>-4-(phenoxyacetyl)-3-<<<(trichloroethoxy)carbonyl>oxy>methylene>-2-oxa-4,7-diazabicyclo<3.2.0>heptan-6-one

: 74281-01-9
1-<1-((Benzyloxy)carbonyl)-2-methylprop-1-enyl>-3β-(phenoxyacetamido)-4β-<<<(trichloroethoxy)carbonyl>oxy>acetoxy>azetidin-2-one

Guidance literature:: With camphor-10-sulfonic acid; water; In dichloromethane; for 0.583333h; Ambient temperature;
DOI:10.1021/jo01306a028

Reference yield:

: 73884-79-4
<<(Trichloroethoxy)carbonyl>oxy>acetyl Chloride

: 74281-01-9
1-<1-((Benzyloxy)carbonyl)-2-methylprop-1-enyl>-3β-(phenoxyacetamido)-4β-<<<(trichloroethoxy)carbonyl>oxy>acetoxy>azetidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / Et₃N / CH₂Cl₂ / 1) -40 deg C, 30 min, 2) up to 0 deg C, 30 min.

2: 9.30 g / Cl₂ / CH₂Cl₂; CCl₄ / 1) -78 deg C, 30 min, 2) 0 deg C, 30 min

3: 7.59 g / Ag₂O, AgBF₄ / CH₂Cl₂ / 1) -30 deg C, 2) -20 deg C, 1.5h

4: 0.880 g / Pyridine / tetrahydrofuran / 1.5 h / -78 deg C -> room temp.

5: 0.730 g / camphorsulfonic acid, H₂O / CH₂Cl₂ / 0.58 h / Ambient temperature

With pyridine; silver tetrafluoroborate; camphor-10-sulfonic acid; water; chlorine; triethylamine; silver(l) oxide; In tetrahydrofuran; tetrachloromethane; dichloromethane;
DOI:10.1021/jo01306a028