(3S,4R)-3-<(R)-1-tert-butyldimethylsilyloxyethyl>-4-<2-diazo-2-(4-nitrobenzyloxycarbonyl)ethyl>sulfonyl-2-azetidinone

Base Information

Chemical Name:(3S,4R)-3-<(R)-1-tert-butyldimethylsilyloxyethyl>-4-<2-diazo-2-(4-nitrobenzyloxycarbonyl)ethyl>sulfonyl-2-azetidinone
CAS No.:152560-44-6
Molecular Formula:C₂₁H₃₀N₄O₈SSi
Molecular Weight:526.643
Hs Code.:

Synonyms:(3S,4R)-3-<(R)-1-tert-butyldimethylsilyloxyethyl>-4-<2-diazo-2-(4-nitrobenzyloxycarbonyl)ethyl>sulfonyl-2-azetidinone

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Chemical Property of (3S,4R)-3-<(R)-1-tert-butyldimethylsilyloxyethyl>-4-<2-diazo-2-(4-nitrobenzyloxycarbonyl)ethyl>sulfonyl-2-azetidinone

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Technology Process of (3S,4R)-3-<(R)-1-tert-butyldimethylsilyloxyethyl>-4-<2-diazo-2-(4-nitrobenzyloxycarbonyl)ethyl>sulfonyl-2-azetidinone

There total 4 articles about (3S,4R)-3-<(R)-1-tert-butyldimethylsilyloxyethyl>-4-<2-diazo-2-(4-nitrobenzyloxycarbonyl)ethyl>sulfonyl-2-azetidinone 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: 93.0%

: 152560-42-4
(3S,4R)-3-<(R)-1-tert-butyldimethylsilyloxyethyl>-4-<2-diazo-2-(4-nitrobenzyloxycarbonyl)ethyl>thio-2-azetidinone

: 152560-44-6
(3S,4R)-3-<(R)-1-tert-butyldimethylsilyloxyethyl>-4-<2-diazo-2-(4-nitrobenzyloxycarbonyl)ethyl>sulfonyl-2-azetidinone

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.5h;

Reference yield:

: 152560-41-3
(3S,4R)-3-<(R)-1-tert-butyldimethylsilyloxyethyl>-4-<(R)-2-amino-2-(4-nitrobenzyloxycarbonyl)ethyl>thio-2-azetidinone

: 152560-44-6
(3S,4R)-3-<(R)-1-tert-butyldimethylsilyloxyethyl>-4-<2-diazo-2-(4-nitrobenzyloxycarbonyl)ethyl>sulfonyl-2-azetidinone

Guidance literature:: Multi-step reaction with 2 steps

1: 16.45 g / tert-butyl nitrate, acetic acid / CH₂Cl₂ / 1.5 h / Heating

2: 93 percent / 85percent 3-chloroperbenzoic acid (MCPBA) / CH₂Cl₂ / 0.5 h / 0 °C

With tert-butyl nitrate; acetic acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

Reference yield:

: 152560-39-9
(3S,4R)-3-<(R)-1-tert-butyldimethylsilyloxyethyl>-4-<(R)-2-tert-butoxycarbonylamino-2-carboxyethyl>thio-2-azetidinone

: 152560-44-6
(3S,4R)-3-<(R)-1-tert-butyldimethylsilyloxyethyl>-4-<2-diazo-2-(4-nitrobenzyloxycarbonyl)ethyl>sulfonyl-2-azetidinone

Guidance literature:: Multi-step reaction with 4 steps

1: 74.5 percent / Et₃N / dimethylformamide / 4 h

2: TFA, anisole / CH₂Cl₂ / 0.5 h / 0 °C

3: 16.45 g / tert-butyl nitrate, acetic acid / CH₂Cl₂ / 1.5 h / Heating

4: 93 percent / 85percent 3-chloroperbenzoic acid (MCPBA) / CH₂Cl₂ / 0.5 h / 0 °C

With tert-butyl nitrate; acetic acid; methoxybenzene; triethylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;