(E)-4-{(2R,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-but-2-enoic acid 4-nitro-benzyl ester

Base Information

Chemical Name:(E)-4-{(2R,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-but-2-enoic acid 4-nitro-benzyl ester
CAS No.:86279-95-0
Molecular Formula:C₂₈H₄₆N₂O₆Si₂
Molecular Weight:562.854
Hs Code.:

(E)-4-{(2R,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-but-2-enoic acid 4-nitro-benzyl ester

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Chemical Property of (E)-4-{(2R,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-but-2-enoic acid 4-nitro-benzyl ester

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Technology Process of (E)-4-{(2R,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-but-2-enoic acid 4-nitro-benzyl ester

There total 7 articles about (E)-4-{(2R,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-but-2-enoic acid 4-nitro-benzyl ester 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:

: 86279-89-2
(3S,4S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-iodomethyl-azetidin-2-one

: 86279-95-0,88823-93-2
(E)-4-{(2R,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-but-2-enoic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: tetrahydrofuran; hexamethylphosphoric acid triamide / 2.5 h / -78 - 0 deg C

2: 78 percent / CaCO₃, NaI, CH₃I / Hg / dimethylformamide / 5 h / 50 °C

3: 73 percent / DMSO, NaHCO₃ / 0.05 h / 130 - 140 °C

4: 90percent H₂O₂ / SeO₂ / 2-methyl-propan-2-ol / 1 h / 50 - 60 °C

5: NaHCO₃ / dimethylformamide

With dihydrogen peroxide; sodium hydrogencarbonate; dimethyl sulfoxide; calcium carbonate; sodium iodide; methyl iodide; selenium(IV) oxide; mercury; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)88148-4

Reference yield:

: 86279-91-6
(3S,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-((E)-4-iodo-but-2-enyl)-azetidin-2-one

: 86279-95-0,88823-93-2
(E)-4-{(2R,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-but-2-enoic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 73 percent / DMSO, NaHCO₃ / 0.05 h / 130 - 140 °C

2: 90percent H₂O₂ / SeO₂ / 2-methyl-propan-2-ol / 1 h / 50 - 60 °C

3: NaHCO₃ / dimethylformamide

With dihydrogen peroxide; sodium hydrogencarbonate; dimethyl sulfoxide; selenium(IV) oxide; In N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)88148-4

Reference yield:

: 90024-54-7
(E)-4-{(2R,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-but-2-enal

: 86279-95-0,88823-93-2
(E)-4-{(2R,3S)-1-(tert-Butyl-dimethyl-silanyl)-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-but-2-enoic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 90percent H₂O₂ / SeO₂ / 2-methyl-propan-2-ol / 1 h / 50 - 60 °C

2: NaHCO₃ / dimethylformamide

With dihydrogen peroxide; sodium hydrogencarbonate; selenium(IV) oxide; In N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1016/S0040-4039(00)88148-4