(3S,4S) 1-(benzyloxy)-3--4-<(tert-butyldiphenylsilyloxy)methyl>-2-azetidinone

Base Information

Chemical Name:(3S,4S) 1-(benzyloxy)-3--4-<(tert-butyldiphenylsilyloxy)methyl>-2-azetidinone
CAS No.:159801-12-4
Molecular Formula:C₃₇H₄₉N₃O₇Si
Molecular Weight:675.897
Hs Code.:

(3S,4S) 1-(benzyloxy)-3-<N,N'-bis(tert-butyloxycarbonyl)hydrazino>-4-<(tert-butyldiphenylsilyloxy)methyl>-2-azetidinone

Synonyms:(3S,4S) 1-(benzyloxy)-3--4-<(tert-butyldiphenylsilyloxy)methyl>-2-azetidinone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4S) 1-(benzyloxy)-3--4-<(tert-butyldiphenylsilyloxy)methyl>-2-azetidinone

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Technology Process of (3S,4S) 1-(benzyloxy)-3--4-<(tert-butyldiphenylsilyloxy)methyl>-2-azetidinone

There total 5 articles about (3S,4S) 1-(benzyloxy)-3--4-<(tert-butyldiphenylsilyloxy)methyl>-2-azetidinone 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: 88.0%

: 159801-11-3
(2S,3R) benzyl 2--4-<(tert-butyldiphenylsilyl)oxy>-3-hydroxybutanohydroxamate

: 159801-12-4
(3S,4S) 1-(benzyloxy)-3--4-<(tert-butyldiphenylsilyloxy)methyl>-2-azetidinone

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 40h; Ambient temperature;
DOI:10.1016/S0040-4020(01)89308-X

Reference yield:

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 159801-12-4
(3S,4S) 1-(benzyloxy)-3--4-<(tert-butyldiphenylsilyloxy)methyl>-2-azetidinone

Guidance literature:: Multi-step reaction with 3 steps

1: 41 percent / 1.) lithium di-iso-propylamide / tetrahydrofuran; hexane / 1.) -60 deg C -> -30 deg C (during 80 min.); 2.) -60 deg C, 20 min.

2: 85 percent / 2 M Me₃Al / toluene; tetrahydrofuran / 1 h / Ambient temperature

3: 88 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 40 h / Ambient temperature

With trimethylaluminum; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; hexane; toluene;
DOI:10.1016/S0040-4020(01)89308-X

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 159801-12-4
(3S,4S) 1-(benzyloxy)-3--4-<(tert-butyldiphenylsilyloxy)methyl>-2-azetidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / imidazole / dimethylformamide / 4 h / Ambient temperature

2: 41 percent / 1.) lithium di-iso-propylamide / tetrahydrofuran; hexane / 1.) -60 deg C -> -30 deg C (during 80 min.); 2.) -60 deg C, 20 min.

3: 85 percent / 2 M Me₃Al / toluene; tetrahydrofuran / 1 h / Ambient temperature

4: 88 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 40 h / Ambient temperature

With 1H-imidazole; trimethylaluminum; triphenylphosphine; lithium diisopropyl amide; diethylazodicarboxylate; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)89308-X