tert-butyl 3-{[((5R)-3-{4-[(acetyloxyamino)(imino)methyl]phenyl}-4,5-dihydro-5-isoxazolyl)acetyl]amino}-N-(4-benzyloxybutoxycarbonyl)-L-alaninate

Base Information

Chemical Name:tert-butyl 3-{[((5R)-3-{4-[(acetyloxyamino)(imino)methyl]phenyl}-4,5-dihydro-5-isoxazolyl)acetyl]amino}-N-(4-benzyloxybutoxycarbonyl)-L-alaninate
CAS No.:752235-80-6
Molecular Formula:C₃₃H₄₃N₅O₉
Molecular Weight:653.733
Hs Code.:

Synonyms:tert-butyl 3-{[((5R)-3-{4-[(acetyloxyamino)(imino)methyl]phenyl}-4,5-dihydro-5-isoxazolyl)acetyl]amino}-N-(4-benzyloxybutoxycarbonyl)-L-alaninate

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Chemical Property of tert-butyl 3-{[((5R)-3-{4-[(acetyloxyamino)(imino)methyl]phenyl}-4,5-dihydro-5-isoxazolyl)acetyl]amino}-N-(4-benzyloxybutoxycarbonyl)-L-alaninate

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Technology Process of tert-butyl 3-{[((5R)-3-{4-[(acetyloxyamino)(imino)methyl]phenyl}-4,5-dihydro-5-isoxazolyl)acetyl]amino}-N-(4-benzyloxybutoxycarbonyl)-L-alaninate

There total 8 articles about tert-butyl 3-{[((5R)-3-{4-[(acetyloxyamino)(imino)methyl]phenyl}-4,5-dihydro-5-isoxazolyl)acetyl]amino}-N-(4-benzyloxybutoxycarbonyl)-L-alaninate 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: 68.0%

: 108-24-7
acetic anhydride

: 752235-79-3
tert-butyl N-(4-benzyloxybutoxycarbonyl)-3-{[((5R)-3-{4-[(hydroxyamino)(imino)methyl]phenyl}-4,5-dihydro-5-isoxazolyl)acetyl]amino}-L-alaninate

: 752235-80-6
tert-butyl 3-{[((5R)-3-{4-[(acetyloxyamino)(imino)methyl]phenyl}-4,5-dihydro-5-isoxazolyl)acetyl]amino}-N-(4-benzyloxybutoxycarbonyl)-L-alaninate

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.3987/COM-04-10087

Reference yield:

: 4541-14-4
4-benzyloxy-butan-1-ol

: 752235-80-6
tert-butyl 3-{[((5R)-3-{4-[(acetyloxyamino)(imino)methyl]phenyl}-4,5-dihydro-5-isoxazolyl)acetyl]amino}-N-(4-benzyloxybutoxycarbonyl)-L-alaninate

Guidance literature:: Multi-step reaction with 4 steps

1: 66 percent / Et₃N / tetrahydrofuran / 0 - 10 °C

2: 81 percent / Et₃N / tetrahydrofuran / 0.25 h / 20 °C

3: 100 percent / NH₂OH*HCl; Et₃N / methanol / 4 h / Heating

4: 68 percent / pyridine / CH₂Cl₂ / 2 h / 20 °C

With pyridine; hydroxylamine hydrochloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.3987/COM-04-10087

Reference yield:

: 77215-55-5
tert-butyl 2-N-carbobenzoxy-(S)-2,3-diaminopropionate

: 752235-80-6
tert-butyl 3-{[((5R)-3-{4-[(acetyloxyamino)(imino)methyl]phenyl}-4,5-dihydro-5-isoxazolyl)acetyl]amino}-N-(4-benzyloxybutoxycarbonyl)-L-alaninate

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / TBTU; Et₃N / dimethylformamide / 5 h / 20 °C

2: 55 percent / 1,4-cyclohexadiene / Pd(OH)2 / methanol / 6 h / Heating

3: 81 percent / Et₃N / tetrahydrofuran / 0.25 h / 20 °C

4: 100 percent / NH₂OH*HCl; Et₃N / methanol / 4 h / Heating

5: 68 percent / pyridine / CH₂Cl₂ / 2 h / 20 °C

With pyridine; cyclohexa-1,4-diene; hydroxylamine hydrochloride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.3987/COM-04-10087