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

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Chemical Name:(3S,4R)-1-<<(allyloxy)carbonyl>(triphenylphosphoranylidene)methyl>-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(1R)-1-<<2'-<<(tert-butyldimethylsilyl)oxy>methyl>-5'-pirydyl>carbonyl>ethyl>azetidin-2-one
CAS No.:107515-05-9
Molecular Formula:C₄₉H₆₅N₂O₆PSi₂
Molecular Weight:865.21
Hs Code.:

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

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

There total 8 articles about (3S,4R)-1-<<(allyloxy)carbonyl>(triphenylphosphoranylidene)methyl>-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(1R)-1-<<2'-<<(tert-butyldimethylsilyl)oxy>methyl>-5'-pirydyl>carbonyl>ethyl>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: 56.0%

: 107514-98-7
<2-<<(tert-butyldimethylsilyl)oxy>methyl>-5-pyridyl>magnesium bromide

: 104618-36-2
(3S,4R)-1-<<(allyloxy)carbonyl>(triphenylphosphoranylidene)methyl>-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(1R)-2'-<(pyridylthio)carbonyl>ethyl>azetidin-2-one

: 107515-05-9
(3S,4R)-1-<<(allyloxy)carbonyl>(triphenylphosphoranylidene)methyl>-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(1R)-1-<<2'-<<(tert-butyldimethylsilyl)oxy>methyl>-5'-pirydyl>carbonyl>ethyl>azetidin-2-one

Guidance literature:: In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/jm00388a022

Reference yield:

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

: 107515-05-9
(3S,4R)-1-<<(allyloxy)carbonyl>(triphenylphosphoranylidene)methyl>-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(1R)-1-<<2'-<<(tert-butyldimethylsilyl)oxy>methyl>-5'-pirydyl>carbonyl>ethyl>azetidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: periodic acid / tetrahydrofuran / 1 h

2: toluene / 12 h / Heating

3: 6.2 g / thionyl chloride, pyridine / tetrahydrofuran / 0.75 h / -40 - -20 °C

4: 13.9 g / dimethylformamide / 1.5 h / Ambient temperature

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

6: 56 percent / tetrahydrofuran / 1 h / 0 °C

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

Reference yield:

: 93711-85-4,97101-07-0,113033-46-8,120710-59-0,120710-60-3,90776-58-2
(2R)-2-[(2S,3S)-3-{(1R)-1-(t-butyldimethylsilyloxy)ethyl}-4-oxoazetidin-2-yl]propionic acid

: 107515-05-9
(3S,4R)-1-<<(allyloxy)carbonyl>(triphenylphosphoranylidene)methyl>-3-<(1R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-4-<(1R)-1-<<2'-<<(tert-butyldimethylsilyl)oxy>methyl>-5'-pirydyl>carbonyl>ethyl>azetidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / imidazole / dimethylformamide / 4 h / 47 °C

2: toluene / 12 h / Heating

3: 6.2 g / thionyl chloride, pyridine / tetrahydrofuran / 0.75 h / -40 - -20 °C

4: 13.9 g / dimethylformamide / 1.5 h / Ambient temperature

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

6: 56 percent / tetrahydrofuran / 1 h / 0 °C

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