(3S,4R)-1-<<(allyloxy)carbonyl>(triphenylphosphoranylidene)methyl>-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(3'-pyridylcarbonyl)methyl>azetidin-2-one

Base Information

Chemical Name:(3S,4R)-1-<<(allyloxy)carbonyl>(triphenylphosphoranylidene)methyl>-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(3'-pyridylcarbonyl)methyl>azetidin-2-one
CAS No.:107515-00-4
Molecular Formula:C₄₁H₄₇N₂O₅PSi
Molecular Weight:706.894
Hs Code.:

(3S,4R)-1-<<(allyloxy)carbonyl>(triphenylphosphoranylidene)methyl>-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(3'-pyridylcarbonyl)methyl>azetidin-2-one

Synonyms:(3S,4R)-1-<<(allyloxy)carbonyl>(triphenylphosphoranylidene)methyl>-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(3'-pyridylcarbonyl)methyl>azetidin-2-one

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Chemical Property of (3S,4R)-1-<<(allyloxy)carbonyl>(triphenylphosphoranylidene)methyl>-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(3'-pyridylcarbonyl)methyl>azetidin-2-one

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Technology Process of (3S,4R)-1-<<(allyloxy)carbonyl>(triphenylphosphoranylidene)methyl>-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(3'-pyridylcarbonyl)methyl>azetidin-2-one

There total 8 articles about (3S,4R)-1-<<(allyloxy)carbonyl>(triphenylphosphoranylidene)methyl>-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(3'-pyridylcarbonyl)methyl>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: 32.0%

: 21970-14-9
pyridin-3-ylmagnesium bromide

: 105248-57-5
(3S,4R)-1-<<(allyloxy)carbonyl>(triphenylphosphoranylidene)methyl>-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<<(2'-pyridylthio)carbonyl>methyl>azetidin-2-one

: 107515-00-4
(3S,4R)-1-<<(allyloxy)carbonyl>(triphenylphosphoranylidene)methyl>-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(3'-pyridylcarbonyl)methyl>azetidin-2-one

Guidance literature:: In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.5h;
DOI:10.1021/jm00388a022

Reference yield:

: 57833-54-2,61879-31-0,107596-43-0
diallyl tartarate

: 107515-00-4
(3S,4R)-1-<<(allyloxy)carbonyl>(triphenylphosphoranylidene)methyl>-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(3'-pyridylcarbonyl)methyl>azetidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: periodic acid / tetrahydrofuran / 1 h

2: 100 percent / toluene / 12 h / Heating

3: thionyl chloride, pyridine / tetrahydrofuran / 0.75 h / -40 - -20 °C

4: 6.5 g / pyridine / dimethylformamide / 2 h / 80 °C

5: triethylamine / CH₂Cl₂ / 1 h / 0 °C

6: 32 percent / tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

With pyridine; thionyl chloride; periodic acid; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00388a022

Reference yield:

: 88669-70-9
(3S,4R)-3-<(1R)-1-<(tert-Butyldimethylsilyl)oxy>ethyl>-4-(carboxymethyl)azetidin-2-one

: 107515-00-4
(3S,4R)-1-<<(allyloxy)carbonyl>(triphenylphosphoranylidene)methyl>-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(3'-pyridylcarbonyl)methyl>azetidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 66 percent / imidazole / dimethylformamide / 4 h / 47 °C

2: 100 percent / toluene / 12 h / Heating

3: thionyl chloride, pyridine / tetrahydrofuran / 0.75 h / -40 - -20 °C

4: 6.5 g / pyridine / dimethylformamide / 2 h / 80 °C

5: triethylamine / CH₂Cl₂ / 1 h / 0 °C

6: 32 percent / tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

With pyridine; 1H-imidazole; thionyl chloride; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jm00388a022