(1'S,2R,3R)-3-(1'-hydroxyethyl)-2-(4''-methylphenylthio)-2-nitrooxirane

Base Information

Chemical Name:(1'S,2R,3R)-3-(1'-hydroxyethyl)-2-(4''-methylphenylthio)-2-nitrooxirane
CAS No.:160349-82-6
Molecular Formula:C₁₁H₁₃NO₄S
Molecular Weight:255.295
Hs Code.:

Synonyms:(1'S,2R,3R)-3-(1'-hydroxyethyl)-2-(4''-methylphenylthio)-2-nitrooxirane

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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 (1'S,2R,3R)-3-(1'-hydroxyethyl)-2-(4''-methylphenylthio)-2-nitrooxirane

Chemical Property:

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Technology Process of (1'S,2R,3R)-3-(1'-hydroxyethyl)-2-(4''-methylphenylthio)-2-nitrooxirane

There total 4 articles about (1'S,2R,3R)-3-(1'-hydroxyethyl)-2-(4''-methylphenylthio)-2-nitrooxirane 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: 86.0%

: 160349-78-0
(1Z,3S)-3-hydroxy-1-(4'-methylphenylthio)-1-nitrobut-1-ene

: 160349-82-6
(1'S,2R,3R)-3-(1'-hydroxyethyl)-2-(4''-methylphenylthio)-2-nitrooxirane

Guidance literature:: With lithium tert-butyl hydroperoxide; In tetrahydrofuran; at -78 ℃;
DOI:10.1039/b710237b

Reference yield:

: 150640-22-5
<(4-methylphenyl)thio>nitromethane

: 160349-82-6
(1'S,2R,3R)-3-(1'-hydroxyethyl)-2-(4''-methylphenylthio)-2-nitrooxirane

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) BuLi, 2.) Ac₂O / 1.) THF, hexane, -90 to -78 deg C, 1 h; -78 deg C, 3 h, 2.) THF, hexane, -78 deg C to r.t.

2: 73 percent / BF₃*Et₂O / CH₂Cl₂ / 1.) -78 deg C to r.t., 2 h, 2.) r.t., 2 h

3: 65 percent / tert-BuOOH, BuLi / tetrahydrofuran / 0.17 h / -78 °C

With tert.-butylhydroperoxide; n-butyllithium; boron trifluoride diethyl etherate; acetic anhydride; In tetrahydrofuran; dichloromethane;

Reference yield:

: 160349-77-9
(1Z,3S)-3-tert-butyldimethylsilyloxy-1-(4'-methylphenylthio)-1-nitrobut-1-ene

: 160349-82-6
(1'S,2R,3R)-3-(1'-hydroxyethyl)-2-(4''-methylphenylthio)-2-nitrooxirane

Guidance literature:: Multi-step reaction with 2 steps

1: 73 percent / BF₃*Et₂O / CH₂Cl₂ / 1.) -78 deg C to r.t., 2 h, 2.) r.t., 2 h

2: 65 percent / tert-BuOOH, BuLi / tetrahydrofuran / 0.17 h / -78 °C

With tert.-butylhydroperoxide; n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; dichloromethane;