p-nitrobenzyl 2-<4-<<<<2-(tert-butyldimethylsilyloxy)ethyl>thio>thiocarbonyl>thio>-3-ethyl-2-oxo-1-azetidinyl>-2-chloroacetate

Base Information

Chemical Name:p-nitrobenzyl 2-<4-<<<<2-(tert-butyldimethylsilyloxy)ethyl>thio>thiocarbonyl>thio>-3-ethyl-2-oxo-1-azetidinyl>-2-chloroacetate
CAS No.:79760-03-5
Molecular Formula:C₂₃H₃₃ClN₂O₆S₃Si
Molecular Weight:593.261
Hs Code.:

Synonyms:p-nitrobenzyl 2-<4-<<<<2-(tert-butyldimethylsilyloxy)ethyl>thio>thiocarbonyl>thio>-3-ethyl-2-oxo-1-azetidinyl>-2-chloroacetate

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Chemical Property of p-nitrobenzyl 2-<4-<<<<2-(tert-butyldimethylsilyloxy)ethyl>thio>thiocarbonyl>thio>-3-ethyl-2-oxo-1-azetidinyl>-2-chloroacetate

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Technology Process of p-nitrobenzyl 2-<4-<<<<2-(tert-butyldimethylsilyloxy)ethyl>thio>thiocarbonyl>thio>-3-ethyl-2-oxo-1-azetidinyl>-2-chloroacetate

There total 10 articles about p-nitrobenzyl 2-<4-<<<<2-(tert-butyldimethylsilyloxy)ethyl>thio>thiocarbonyl>thio>-3-ethyl-2-oxo-1-azetidinyl>-2-chloroacetate 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%

: 79760-02-4
p-nitrobenzyl 2-<4-<<<<2-(tert-butyldimethylsilyloxy)ethyl>thio>thiocarbonyl>thio>-3-ethyl-2-oxo-1-azetidinyl>-2-hyxdroxyacetate

: 79760-03-5
p-nitrobenzyl 2-<4-<<<<2-(tert-butyldimethylsilyloxy)ethyl>thio>thiocarbonyl>thio>-3-ethyl-2-oxo-1-azetidinyl>-2-chloroacetate

Guidance literature:: With 2,6-dimethylpyridine; thionyl chloride; In tetrahydrofuran; at 0 ℃; for 0.5h;
DOI:10.1248/cpb.29.1854

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 79760-03-5
p-nitrobenzyl 2-<4-<<<<2-(tert-butyldimethylsilyloxy)ethyl>thio>thiocarbonyl>thio>-3-ethyl-2-oxo-1-azetidinyl>-2-chloroacetate

Guidance literature:: Multi-step reaction with 4 steps

1: 48 percent / imidazole / CH₂Cl₂ / Ambient temperature

2: 1.) sodium isopropoxide / 1.) 5 min, isopropanol, 0 deg C, 2.) THF, 0 deg C, 45 min

3: 92 percent / benzene / 2 h / Heating

4: 93 percent / 2,6-lutidine, thionyl chloride / tetrahydrofuran / 0.5 h / 0 °C

With 1H-imidazole; 2,6-dimethylpyridine; thionyl chloride; sodium isopropylate; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1248/cpb.29.1854

Reference yield:

: 79759-95-8,125606-62-4,125606-68-0,137623-35-9,137623-36-0,138513-11-8
(3S*,4R*)-N-(tert-butyldimethylsilyl)-3-ethyl-4-(phenylthio)azetidin-2-one

: 79760-03-5
p-nitrobenzyl 2-<4-<<<<2-(tert-butyldimethylsilyloxy)ethyl>thio>thiocarbonyl>thio>-3-ethyl-2-oxo-1-azetidinyl>-2-chloroacetate

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / ethyl acetate; acetic acid / 1 h / Ambient temperature

2: tetrabutylammonium fluoride, acetic acid / tetrahydrofuran / 1.5 h / 0 °C

3: 1.) sodium isopropoxide / 1.) 5 min, isopropanol, 0 deg C, 2.) THF, 0 deg C, 45 min

4: 92 percent / benzene / 2 h / Heating

5: 93 percent / 2,6-lutidine, thionyl chloride / tetrahydrofuran / 0.5 h / 0 °C

With 2,6-dimethylpyridine; thionyl chloride; tetrabutyl ammonium fluoride; sodium isopropylate; acetic acid; In tetrahydrofuran; acetic acid; ethyl acetate; benzene;
DOI:10.1248/cpb.29.1854