4-nitrobenzyl (2S,3R,5R,6S)-6-((R)-1-tert-butyldimethylsilyloxyethyl)-3-((R)-nitro(phenylseleno)methyl)-7-oxo-1,5-diazabicyclo<3.2.0>heptane-2-carboxylate

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Chemical Name:4-nitrobenzyl (2S,3R,5R,6S)-6-((R)-1-tert-butyldimethylsilyloxyethyl)-3-((R)-nitro(phenylseleno)methyl)-7-oxo-1,5-diazabicyclo<3.2.0>heptane-2-carboxylate
CAS No.:174787-40-7
Molecular Formula:C₂₈H₃₆N₄O₈SeSi
Molecular Weight:663.661
Hs Code.:

4-nitrobenzyl (2S,3R,5R,6S)-6-((R)-1-tert-butyldimethylsilyloxyethyl)-3-((R)-nitro(phenylseleno)methyl)-7-oxo-1,5-diazabicyclo<3.2.0>heptane-2-carboxylate

Synonyms:4-nitrobenzyl (2S,3R,5R,6S)-6-((R)-1-tert-butyldimethylsilyloxyethyl)-3-((R)-nitro(phenylseleno)methyl)-7-oxo-1,5-diazabicyclo<3.2.0>heptane-2-carboxylate

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Chemical Property of 4-nitrobenzyl (2S,3R,5R,6S)-6-((R)-1-tert-butyldimethylsilyloxyethyl)-3-((R)-nitro(phenylseleno)methyl)-7-oxo-1,5-diazabicyclo<3.2.0>heptane-2-carboxylate

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Technology Process of 4-nitrobenzyl (2S,3R,5R,6S)-6-((R)-1-tert-butyldimethylsilyloxyethyl)-3-((R)-nitro(phenylseleno)methyl)-7-oxo-1,5-diazabicyclo<3.2.0>heptane-2-carboxylate

There total 6 articles about 4-nitrobenzyl (2S,3R,5R,6S)-6-((R)-1-tert-butyldimethylsilyloxyethyl)-3-((R)-nitro(phenylseleno)methyl)-7-oxo-1,5-diazabicyclo<3.2.0>heptane-2-carboxylate 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:

: 174787-26-9
4-nitrobenzyl (S)-4-((R)-1-hydroxyethyl)-3-oxo-1,2-diazetidine-2-acetate

: 174787-40-7
4-nitrobenzyl (2S,3R,5R,6S)-6-((R)-1-tert-butyldimethylsilyloxyethyl)-3-((R)-nitro(phenylseleno)methyl)-7-oxo-1,5-diazabicyclo<3.2.0>heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / NaI, NaHCO₃ / dimethylformamide / 15 h / Ambient temperature

2: 91 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / 0 °C

3: 1) NaI, N₂O₄, 2) NaOAc / 1) ether, THF, 5 deg C, 26 h; 2) ether, RT, 21 h

4: 40 percent / 1M lithium bis(trimethylsilyl)amide in THF / 0.08 h / -78 °C

5: 1) 1.0M lithium bis(triethylsilyl)amide in THF / 1) -78 deg C, 5 min; 2) THF, -78 deg C to RT

With 2,6-dimethylpyridine; lithium bis(triethylsilyl)amide; sodium acetate; dinitrogen tetraoxide; sodium hydrogencarbonate; sodium iodide; lithium hexamethyldisilazane; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.3987/COM-95-S32

Reference yield:

: 174787-28-1
4-nitrobenzyl (S)-1-allyl-4-((R)-1-hydroxyethyl)-3-oxo-1,2-diazetidine-2-acetate

: 174787-40-7
4-nitrobenzyl (2S,3R,5R,6S)-6-((R)-1-tert-butyldimethylsilyloxyethyl)-3-((R)-nitro(phenylseleno)methyl)-7-oxo-1,5-diazabicyclo<3.2.0>heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / 0 °C

2: 1) NaI, N₂O₄, 2) NaOAc / 1) ether, THF, 5 deg C, 26 h; 2) ether, RT, 21 h

3: 40 percent / 1M lithium bis(trimethylsilyl)amide in THF / 0.08 h / -78 °C

4: 1) 1.0M lithium bis(triethylsilyl)amide in THF / 1) -78 deg C, 5 min; 2) THF, -78 deg C to RT

With 2,6-dimethylpyridine; lithium bis(triethylsilyl)amide; sodium acetate; dinitrogen tetraoxide; sodium iodide; lithium hexamethyldisilazane; In dichloromethane;
DOI:10.3987/COM-95-S32

Reference yield:

: 174787-25-8
2,3-butanedione N-(4-nitrobenzyloxycarbonylmethyl)-N-((2R,3R)-2,3-epoxybutane)monohydrazone

: 174787-40-7
4-nitrobenzyl (2S,3R,5R,6S)-6-((R)-1-tert-butyldimethylsilyloxyethyl)-3-((R)-nitro(phenylseleno)methyl)-7-oxo-1,5-diazabicyclo<3.2.0>heptane-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: 84 percent / p-TsOH*H₂O / acetonitrile / 0 deg C, 9.5 h; 5 deg C, 13 h

2: 94 percent / NaI, NaHCO₃ / dimethylformamide / 15 h / Ambient temperature

3: 91 percent / 2,6-lutidine / CH₂Cl₂ / 0.33 h / 0 °C

4: 1) NaI, N₂O₄, 2) NaOAc / 1) ether, THF, 5 deg C, 26 h; 2) ether, RT, 21 h

5: 40 percent / 1M lithium bis(trimethylsilyl)amide in THF / 0.08 h / -78 °C

6: 1) 1.0M lithium bis(triethylsilyl)amide in THF / 1) -78 deg C, 5 min; 2) THF, -78 deg C to RT

With 2,6-dimethylpyridine; lithium bis(triethylsilyl)amide; sodium acetate; dinitrogen tetraoxide; sodium hydrogencarbonate; toluene-4-sulfonic acid; sodium iodide; lithium hexamethyldisilazane; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.3987/COM-95-S32