p-nitrobenzyl (3S,4R)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-2-oxo-4-(2-propenyl)-1-azetidineacetate

Base Information

Chemical Name:p-nitrobenzyl (3S,4R)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-2-oxo-4-(2-propenyl)-1-azetidineacetate
CAS No.:126579-11-1
Molecular Formula:C₂₃H₃₄N₂O₆Si
Molecular Weight:462.618
Hs Code.:

Synonyms:p-nitrobenzyl (3S,4R)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-2-oxo-4-(2-propenyl)-1-azetidineacetate

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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 p-nitrobenzyl (3S,4R)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-2-oxo-4-(2-propenyl)-1-azetidineacetate

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Technology Process of p-nitrobenzyl (3S,4R)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-2-oxo-4-(2-propenyl)-1-azetidineacetate

There total 2 articles about p-nitrobenzyl (3S,4R)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-2-oxo-4-(2-propenyl)-1-azetidineacetate 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:

: 76899-07-5,78963-47-0,78963-48-1,78963-60-7,80951-41-3,81275-02-7,85647-75-2,85954-95-6,92217-74-8,104527-11-9,76855-69-1
(3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one

: 126579-11-1
p-nitrobenzyl (3S,4R)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-2-oxo-4-(2-propenyl)-1-azetidineacetate

Guidance literature:: Multi-step reaction with 2 steps

1: 1) cuprous iodide / 1) THF, -15 deg C, 15 min; 2) THF, 10 min at -30 deg C, then 1 h at 10 deg C

2: 1) potassium tert-butoxide / 1) toluene, 0 deg C, 30 min; 2) toluene, -30 deg C, 20 min

With copper(l) iodide; potassium tert-butylate;
DOI:10.1021/jo00297a026

Reference yield:

: 16869-24-2
4-nitrobenzyl bromoacetate

: 80433-47-2
(3S,4R)-3-[(1R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-(prop-2-enyl)-2-azetidinone

: 126579-11-1
p-nitrobenzyl (3S,4R)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-2-oxo-4-(2-propenyl)-1-azetidineacetate

Guidance literature:: With potassium tert-butylate; Yield given. Multistep reaction; 1) toluene, 0 deg C, 30 min; 2) toluene, -30 deg C, 20 min;
DOI:10.1021/jo00297a026