[(S)-2-(3-allyl-phenyl)-1-(S)-oxiranyl-ethyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[(S)-2-(3-allyl-phenyl)-1-(S)-oxiranyl-ethyl]-carbamic acid tert-butyl ester
CAS No.:900800-07-9
Molecular Formula:C₁₈H₂₅NO₃
Molecular Weight:303.401
Hs Code.:

Synonyms:[(S)-2-(3-allyl-phenyl)-1-(S)-oxiranyl-ethyl]-carbamic acid tert-butyl ester

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Chemical Property of [(S)-2-(3-allyl-phenyl)-1-(S)-oxiranyl-ethyl]-carbamic acid tert-butyl ester

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Technology Process of [(S)-2-(3-allyl-phenyl)-1-(S)-oxiranyl-ethyl]-carbamic acid tert-butyl ester

There total 7 articles about [(S)-2-(3-allyl-phenyl)-1-(S)-oxiranyl-ethyl]-carbamic acid tert-butyl ester 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: 88.0%

: 900800-06-8
[(1S,2S)-1-(3-allyl-benzyl)-3-chloro-2-hydroxy-propyl]-carbamic acid tert-butyl ester

: 900800-07-9
[(S)-2-(3-allyl-phenyl)-1-(S)-oxiranyl-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; methanol; water; at 20 ℃; for 3h;

Reference yield: 70.0%

: 1391538-82-1,1217801-96-1
C₁₅H₂₀BrNO₃

: 72824-04-5
2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 900800-07-9
[(S)-2-(3-allyl-phenyl)-1-(S)-oxiranyl-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; Reflux;
DOI:10.1016/j.bmcl.2013.05.028

Reference yield:

: (3-bromobenzyl)magnesium bromide

: 900800-07-9
[(S)-2-(3-allyl-phenyl)-1-(S)-oxiranyl-ethyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: diethyl ether; dichloromethane / -78 °C

2: tetramethylammonium triacetoxyborohydride / dichloromethane; acetic acid / 23 °C

3: 1,3-dimethylbarbituric acid; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / dichloromethane / 23 °C

4: dichloromethane / 23 °C

5: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran / Reflux

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,3-dimethylbarbituric acid; potassium carbonate; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; diethyl ether; dichloromethane; acetic acid; 5: |Suzuki Coupling;
DOI:10.1016/j.bmcl.2013.05.028