p-nitrobenzyl <3-chloro-3-(1-p-nitrobenzyloxycarbonyloxyethyl)-2-oxo-4-(2-pyrimidin-2-ylthiocarbonylmethyl)azetidin-1-yl>triphenylphosphoranylideneacetate

Base Information

Chemical Name:p-nitrobenzyl <3-chloro-3-(1-p-nitrobenzyloxycarbonyloxyethyl)-2-oxo-4-(2-pyrimidin-2-ylthiocarbonylmethyl)azetidin-1-yl>triphenylphosphoranylideneacetate
CAS No.:133381-09-6
Molecular Formula:C₄₆H₃₇ClN₅O₁₁PS
Molecular Weight:934.319
Hs Code.:

p-nitrobenzyl <3-chloro-3-(1-p-nitrobenzyloxycarbonyloxyethyl)-2-oxo-4-(2-pyrimidin-2-ylthiocarbonylmethyl)azetidin-1-yl>triphenylphosphoranylideneacetate

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Chemical Property of p-nitrobenzyl <3-chloro-3-(1-p-nitrobenzyloxycarbonyloxyethyl)-2-oxo-4-(2-pyrimidin-2-ylthiocarbonylmethyl)azetidin-1-yl>triphenylphosphoranylideneacetate

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Technology Process of p-nitrobenzyl <3-chloro-3-(1-p-nitrobenzyloxycarbonyloxyethyl)-2-oxo-4-(2-pyrimidin-2-ylthiocarbonylmethyl)azetidin-1-yl>triphenylphosphoranylideneacetate

There total 11 articles about p-nitrobenzyl <3-chloro-3-(1-p-nitrobenzyloxycarbonyloxyethyl)-2-oxo-4-(2-pyrimidin-2-ylthiocarbonylmethyl)azetidin-1-yl>triphenylphosphoranylideneacetate 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:

: 106673-95-4,106758-30-9,133443-86-4,142924-03-6
(6RS,9RS)-7-chloro-7-(1-hydroxyethyl)-8-oxo-3-oxa-1-azabicyclo<4.2.0>octane-2-spirocyclohexane

: 133381-09-6,133443-94-4
p-nitrobenzyl <3-chloro-3-(1-p-nitrobenzyloxycarbonyloxyethyl)-2-oxo-4-(2-pyrimidin-2-ylthiocarbonylmethyl)azetidin-1-yl>triphenylphosphoranylideneacetate

Guidance literature:: Multi-step reaction with 10 steps

1: 1) lithium diisopropylamide / 1) THF, -70 deg C, 2) up to r.t.

2: 5 M sulphuric acid / 50 °C

3: 68 percent / benzene / 21 h / Heating

4: 48 percent / triethylamine / dimethylformamide / 1.5 h / 0 °C

5: SOCl₂, 2,6-lutidine / tetrahydrofuran

6: 2,6-lutidine / dioxane; tetrahydrofuran

7: 78 percent / HCl / tetrahydrofuran / 3 h

8: 66 percent / Jones' reagent / acetone / 3 h / 0 °C

9: Et₃N / tetrahydrofuran / 2 h

10: tetrahydrofuran / 3 h

With 2,6-dimethylpyridine; hydrogenchloride; thionyl chloride; jones' reagent; sulfuric acid; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; acetone; benzene;

Reference yield:

: 106673-91-0,142836-84-8
7-acetyl-7-chloro-8-oxo-3-oxa-1-azabicyclo<4.2.0>octane-2-spirocyclohexane

: 133381-09-6,133443-94-4
p-nitrobenzyl <3-chloro-3-(1-p-nitrobenzyloxycarbonyloxyethyl)-2-oxo-4-(2-pyrimidin-2-ylthiocarbonylmethyl)azetidin-1-yl>triphenylphosphoranylideneacetate

Guidance literature:: Multi-step reaction with 11 steps

1: 91 percent / L-Selectride / tetrahydrofuran / 1 h / -70 °C

2: 1) lithium diisopropylamide / 1) THF, -70 deg C, 2) up to r.t.

3: 5 M sulphuric acid / 50 °C

4: 68 percent / benzene / 21 h / Heating

5: 48 percent / triethylamine / dimethylformamide / 1.5 h / 0 °C

6: SOCl₂, 2,6-lutidine / tetrahydrofuran

7: 2,6-lutidine / dioxane; tetrahydrofuran

8: 78 percent / HCl / tetrahydrofuran / 3 h

9: 66 percent / Jones' reagent / acetone / 3 h / 0 °C

10: Et₃N / tetrahydrofuran / 2 h

11: tetrahydrofuran / 3 h

With 2,6-dimethylpyridine; hydrogenchloride; thionyl chloride; jones' reagent; sulfuric acid; L-Selectride; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; acetone; benzene;

Reference yield:

: 133380-99-1
(4RS)-3-chloro-4-(2-hydroxyethyl)-3-<(1RS)-1-p-nitrobenzyloxycarbonyloxyethyl>azetidin-2-one

: 133381-09-6,133443-94-4
p-nitrobenzyl <3-chloro-3-(1-p-nitrobenzyloxycarbonyloxyethyl)-2-oxo-4-(2-pyrimidin-2-ylthiocarbonylmethyl)azetidin-1-yl>triphenylphosphoranylideneacetate

Guidance literature:: Multi-step reaction with 8 steps

1: 68 percent / benzene / 21 h / Heating

2: 48 percent / triethylamine / dimethylformamide / 1.5 h / 0 °C

3: SOCl₂, 2,6-lutidine / tetrahydrofuran

4: 2,6-lutidine / dioxane; tetrahydrofuran

5: 78 percent / HCl / tetrahydrofuran / 3 h

6: 66 percent / Jones' reagent / acetone / 3 h / 0 °C

7: Et₃N / tetrahydrofuran / 2 h

8: tetrahydrofuran / 3 h

With 2,6-dimethylpyridine; hydrogenchloride; thionyl chloride; jones' reagent; triethylamine; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide; acetone; benzene;