(3S,4R)-1-[(allyloxycarbonyl)(triphenylphosphoranylidene)methyl]-3-[(1R)-1-(t-butyldimethylsilyloxy)ethyl]-4-(carboxymethyl)azetidine-2-one

Base Information

Chemical Name:(3S,4R)-1-[(allyloxycarbonyl)(triphenylphosphoranylidene)methyl]-3-[(1R)-1-(t-butyldimethylsilyloxy)ethyl]-4-(carboxymethyl)azetidine-2-one
CAS No.:107514-97-6
Molecular Formula:C₃₆H₄₄NO₆PSi
Molecular Weight:645.808
Hs Code.:

Synonyms:(3S,4R)-1-[(allyloxycarbonyl)(triphenylphosphoranylidene)methyl]-3-[(1R)-1-(t-butyldimethylsilyloxy)ethyl]-4-(carboxymethyl)azetidine-2-one

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Chemical Property of (3S,4R)-1-[(allyloxycarbonyl)(triphenylphosphoranylidene)methyl]-3-[(1R)-1-(t-butyldimethylsilyloxy)ethyl]-4-(carboxymethyl)azetidine-2-one

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Technology Process of (3S,4R)-1-[(allyloxycarbonyl)(triphenylphosphoranylidene)methyl]-3-[(1R)-1-(t-butyldimethylsilyloxy)ethyl]-4-(carboxymethyl)azetidine-2-one

There total 6 articles about (3S,4R)-1-[(allyloxycarbonyl)(triphenylphosphoranylidene)methyl]-3-[(1R)-1-(t-butyldimethylsilyloxy)ethyl]-4-(carboxymethyl)azetidine-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:

: 107539-50-4
C₂₄H₄₄ClNO₆Si₂

: 603-35-0
triphenylphosphine

: 107514-97-6
(3S,4R)-1-[(allyloxycarbonyl)(triphenylphosphoranylidene)methyl]-3-[(1R)-1-(t-butyldimethylsilyloxy)ethyl]-4-(carboxymethyl)azetidine-2-one

Guidance literature:: With pyridine; In N,N-dimethyl-formamide; at 80 ℃; for 2h;
DOI:10.1021/jm00388a022

Reference yield:

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

: 107514-97-6
(3S,4R)-1-[(allyloxycarbonyl)(triphenylphosphoranylidene)methyl]-3-[(1R)-1-(t-butyldimethylsilyloxy)ethyl]-4-(carboxymethyl)azetidine-2-one

Guidance literature:: Multi-step reaction with 4 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

With pyridine; thionyl chloride; periodic acid; In tetrahydrofuran; 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

: 107514-97-6
(3S,4R)-1-[(allyloxycarbonyl)(triphenylphosphoranylidene)methyl]-3-[(1R)-1-(t-butyldimethylsilyloxy)ethyl]-4-(carboxymethyl)azetidine-2-one

Guidance literature:: Multi-step reaction with 4 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

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