(3S)-1-[(p-nitrobenzyloxy)2-hydroxyacetyl]-3-(t-butyloxycarbonyl)aminoazetidin-2-one

Base Information

Chemical Name:(3S)-1-[(p-nitrobenzyloxy)2-hydroxyacetyl]-3-(t-butyloxycarbonyl)aminoazetidin-2-one
CAS No.:253445-76-0
Molecular Formula:C₁₇H₂₁N₃O₈
Molecular Weight:395.369
Hs Code.:

Synonyms:(3S)-1-[(p-nitrobenzyloxy)2-hydroxyacetyl]-3-(t-butyloxycarbonyl)aminoazetidin-2-one

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Chemical Property of (3S)-1-[(p-nitrobenzyloxy)2-hydroxyacetyl]-3-(t-butyloxycarbonyl)aminoazetidin-2-one

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Technology Process of (3S)-1-[(p-nitrobenzyloxy)2-hydroxyacetyl]-3-(t-butyloxycarbonyl)aminoazetidin-2-one

There total 1 articles about (3S)-1-[(p-nitrobenzyloxy)2-hydroxyacetyl]-3-(t-butyloxycarbonyl)aminoazetidin-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: 69.0%

: 83654-96-0
p-nitrobenzyl glyoxylate monohydrate

: 72229-74-4
(S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]azetidin-2-one

: 253445-76-0
(3S)-1-[(p-nitrobenzyloxy)2-hydroxyacetyl]-3-(t-butyloxycarbonyl)aminoazetidin-2-one

Guidance literature:: In benzene; for 7h; Heating;
DOI:10.1016/S0040-4020(99)00819-4

Reference yield: 54.0%

: 253445-76-0
(3S)-1-[(p-nitrobenzyloxy)2-hydroxyacetyl]-3-(t-butyloxycarbonyl)aminoazetidin-2-one

: (3S)-1-[(p-nitrobenzyloxy)2-fluoroacetyl]-3-(t-butyloxycarbonyl)aminoazetidin-2-one

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; at -78 - 20 ℃; for 5h;
DOI:10.1016/S0040-4020(99)00819-4

Reference yield:

: 253445-76-0
(3S)-1-[(p-nitrobenzyloxy)2-hydroxyacetyl]-3-(t-butyloxycarbonyl)aminoazetidin-2-one

: (3-tert-butoxycarbonylamino-2-oxo-azetidin-1-yl)-phenylsulfanyl-acetic acid

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 0.5 h / 0 - 20 °C

2: 58 percent / Et₃N / CH₂Cl₂ / 3 h / 20 °C

3: 76 percent / H₂ / Pd-C / methanol / 2 h / 20 °C / 2068.59 Torr

With hydrogen; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; 1: Substitution / 2: Substitution / 3: Catalytic hydrogenation;
DOI:10.1016/S0040-4020(99)00819-4