(3S,4R)-3-<(R)-1-hydroxyethyl>-4-<2-oxo-3-(1-(((((p-nitrobenzyl)oxy)carbonyl)oxy)methyl)tetrazol-5-yl)propyl>azetidin-2-one

Base Information

Chemical Name:(3S,4R)-3-<(R)-1-hydroxyethyl>-4-<2-oxo-3-(1-(((((p-nitrobenzyl)oxy)carbonyl)oxy)methyl)tetrazol-5-yl)propyl>azetidin-2-one
CAS No.:88669-85-6
Molecular Formula:C₁₈H₂₀N₆O₈
Molecular Weight:448.392
Hs Code.:

Synonyms:(3S,4R)-3-<(R)-1-hydroxyethyl>-4-<2-oxo-3-(1-(((((p-nitrobenzyl)oxy)carbonyl)oxy)methyl)tetrazol-5-yl)propyl>azetidin-2-one

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Chemical Property of (3S,4R)-3-<(R)-1-hydroxyethyl>-4-<2-oxo-3-(1-(((((p-nitrobenzyl)oxy)carbonyl)oxy)methyl)tetrazol-5-yl)propyl>azetidin-2-one

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Technology Process of (3S,4R)-3-<(R)-1-hydroxyethyl>-4-<2-oxo-3-(1-(((((p-nitrobenzyl)oxy)carbonyl)oxy)methyl)tetrazol-5-yl)propyl>azetidin-2-one

There total 6 articles about (3S,4R)-3-<(R)-1-hydroxyethyl>-4-<2-oxo-3-(1-(((((p-nitrobenzyl)oxy)carbonyl)oxy)methyl)tetrazol-5-yl)propyl>azetidin-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:

: 88685-63-6
(3S,4R)-1-(tert-butyldimethylsilyl)-3-<(R)-1-hydroxyethyl>-4-<2-oxo-3-(5-(1-((((p-nitrobenzyl)oxy)carbonyl)oxy)methyl)tetrazolyl)propyl>azetidin-2-one

: 88669-85-6
(3S,4R)-3-<(R)-1-hydroxyethyl>-4-<2-oxo-3-(1-(((((p-nitrobenzyl)oxy)carbonyl)oxy)methyl)tetrazol-5-yl)propyl>azetidin-2-one

Guidance literature:: With hydrogen fluoride; In acetonitrile; at -10 ℃; for 18h;
DOI:10.1021/ja00318a042

Reference yield:

: 50780-46-6
((((p-nitrobenzyl)oxy)carbonyl)oxy)methyl chloride

: 88669-85-6
(3S,4R)-3-<(R)-1-hydroxyethyl>-4-<2-oxo-3-(1-(((((p-nitrobenzyl)oxy)carbonyl)oxy)methyl)tetrazol-5-yl)propyl>azetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 37 percent / triethylamine / acetonitrile / 1.) r.t., 16 h; 2.) 60 deg C, 1 h

2: 1.) lithium triethylcarboxide / 1.) THF, hexane, -78 deg C, 10 min; 2.) dichloromethane, dimethylformamide, -78 deg C, 45 min

3: trifluoroacetic acid / CH₂Cl₂ / 6 h / Ambient temperature

4: 0.72 g / hydrofluoric acid / acetonitrile / 18 h / -10 °C

With hydrogen fluoride; lithium 3-ethylpentan-3-olate; triethylamine; trifluoroacetic acid; In dichloromethane; acetonitrile;
DOI:10.1021/ja00318a042

Reference yield:

: 88670-04-6
(3S,4R)-1-tert-butyldimethylsilyl-3-<(R)-2-((tert-butyldimethylsilyl)oxy)ethyl>-2-oxo-azetidin-4-acetic acid

: 88669-85-6
(3S,4R)-3-<(R)-1-hydroxyethyl>-4-<2-oxo-3-(1-(((((p-nitrobenzyl)oxy)carbonyl)oxy)methyl)tetrazol-5-yl)propyl>azetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) sodium carbonate; 2.) oxalyl chloride / 1.) THF, acetonitrile, 50 deg C, 1 h; 2.) dichloromethane, dimethylformamide, -15 deg C

2: 1.) lithium triethylcarboxide / 1.) THF, hexane, -78 deg C, 10 min; 2.) dichloromethane, dimethylformamide, -78 deg C, 45 min

3: trifluoroacetic acid / CH₂Cl₂ / 6 h / Ambient temperature

4: 0.72 g / hydrofluoric acid / acetonitrile / 18 h / -10 °C

With oxalyl dichloride; hydrogen fluoride; lithium 3-ethylpentan-3-olate; sodium carbonate; trifluoroacetic acid; In dichloromethane; acetonitrile;
DOI:10.1021/ja00318a042