(3S,4R)-3-benzylideneamino-4-isobutyl-1-[bis(trimethylsilyl)methyl]azetidin-2-one

Base Information

Chemical Name:(3S,4R)-3-benzylideneamino-4-isobutyl-1-[bis(trimethylsilyl)methyl]azetidin-2-one
CAS No.:651749-97-2
Molecular Formula:C₂₁H₃₆N₂OSi₂
Molecular Weight:388.701
Hs Code.:

Synonyms:(3S,4R)-3-benzylideneamino-4-isobutyl-1-[bis(trimethylsilyl)methyl]azetidin-2-one

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Chemical Property of (3S,4R)-3-benzylideneamino-4-isobutyl-1-[bis(trimethylsilyl)methyl]azetidin-2-one

Chemical Property:

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Technology Process of (3S,4R)-3-benzylideneamino-4-isobutyl-1-[bis(trimethylsilyl)methyl]azetidin-2-one

There total 2 articles about (3S,4R)-3-benzylideneamino-4-isobutyl-1-[bis(trimethylsilyl)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:

: 100-52-7
benzaldehyde

: (3S,4R)-3-Amino-1-(bis-trimethylsilanyl-methyl)-4-isobutyl-azetidin-2-one

: 651749-97-2
(3S,4R)-3-benzylideneamino-4-isobutyl-1-[bis(trimethylsilyl)methyl]azetidin-2-one

Guidance literature:: With 4 A molecular sieve; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/ja038180a

Reference yield:

: 198022-08-1
(3S,4R)-1-[bis(trimethylsilyl)methyl]-4-isobutyl-3-[(4S)-4-phenyl-2-oxo-oxazolidin-3-yl]-azetidin-2-one

: 651749-97-2
(3S,4R)-3-benzylideneamino-4-isobutyl-1-[bis(trimethylsilyl)methyl]azetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: Li / liquid ammonia; 2-methyl-propan-2-ol; CH₂Cl₂ / 0.08 h / -78 °C

2: molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / 20 °C

With 4 A molecular sieve; lithium; In dichloromethane; ammonia; tert-butyl alcohol;
DOI:10.1021/ja038180a

Reference yield:

: 651749-97-2
(3S,4R)-3-benzylideneamino-4-isobutyl-1-[bis(trimethylsilyl)methyl]azetidin-2-one

: 651749-74-5
(3S,4R)-3-benzyl-3-tert-butoxycarbonylamino-1-carboxymethyl-4-isobutylazetidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: LDA / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: 1.295 g / tetrahydrofuran; hexane / -78 - 20 °C

2.1: acidic Amberlyst-15 resin; water / diethyl ether / 1 h / 20 °C

3.1: 1.34 g / tri(-n-butylphosphine) / 2-methyl-propan-2-ol / 24 h / 70 °C

4.1: aq. (NH₄)2[Ce(NO₃)6] / acetonitrile / 2 h / 0 °C

5.1: 0.860 g / aq. NaHCO₃; Na₂CO₃ / methanol / 2 h / 20 °C

6.1: Cs₂CO₃ / acetonitrile / 3 h / 50 °C

7.1: 1.60 g / H₂ / Pd/C / ethyl acetate / 4 h / 760 Torr

With ammonium cerium(IV) nitrate; tributylphosphine; acidic Amberlyst-15 resin; water; hydrogen; sodium hydrogencarbonate; sodium carbonate; caesium carbonate; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; hexane; ethyl acetate; acetonitrile; tert-butyl alcohol;
DOI:10.1021/ja038180a