tert-butyl (E)-(2S,3S)-3-[(S)-1-tert-butoxycarbonyl-2-(4-but-2-ynyloxy-phenyl)-ethylcarbamoyl]-2-hydroxy-2-(2-hydroxy-ethyl)-12-oxo-nonadec-4-enoate

Base Information

Chemical Name:tert-butyl (E)-(2S,3S)-3-[(S)-1-tert-butoxycarbonyl-2-(4-but-2-ynyloxy-phenyl)-ethylcarbamoyl]-2-hydroxy-2-(2-hydroxy-ethyl)-12-oxo-nonadec-4-enoate
CAS No.:906651-46-5
Molecular Formula:C₄₃H₆₇NO₉
Molecular Weight:742.006
Hs Code.:

Synonyms:tert-butyl (E)-(2S,3S)-3-[(S)-1-tert-butoxycarbonyl-2-(4-but-2-ynyloxy-phenyl)-ethylcarbamoyl]-2-hydroxy-2-(2-hydroxy-ethyl)-12-oxo-nonadec-4-enoate

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Chemical Property of tert-butyl (E)-(2S,3S)-3-[(S)-1-tert-butoxycarbonyl-2-(4-but-2-ynyloxy-phenyl)-ethylcarbamoyl]-2-hydroxy-2-(2-hydroxy-ethyl)-12-oxo-nonadec-4-enoate

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Technology Process of tert-butyl (E)-(2S,3S)-3-[(S)-1-tert-butoxycarbonyl-2-(4-but-2-ynyloxy-phenyl)-ethylcarbamoyl]-2-hydroxy-2-(2-hydroxy-ethyl)-12-oxo-nonadec-4-enoate

There total 7 articles about tert-butyl (E)-(2S,3S)-3-[(S)-1-tert-butoxycarbonyl-2-(4-but-2-ynyloxy-phenyl)-ethylcarbamoyl]-2-hydroxy-2-(2-hydroxy-ethyl)-12-oxo-nonadec-4-enoate 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:

: tert-butyl (2S,3S,E)-3-(((S)-3-(4-(but-2-yn-1-yloxy)phenyl)-1-(tert-butoxy)-1-oxopropan-2-yl)carbamoyl)-2-(2-((tertbutyldimethylsilyl)oxy)ethyl)-11-(2-heptyl-1,3-dioxolan-2-yl)-2-hydroxyundec-4-enoate

: 906651-46-5
tert-butyl (E)-(2S,3S)-3-[(S)-1-tert-butoxycarbonyl-2-(4-but-2-ynyloxy-phenyl)-ethylcarbamoyl]-2-hydroxy-2-(2-hydroxy-ethyl)-12-oxo-nonadec-4-enoate

Guidance literature:: With water; citric acid; In acetonitrile; at 50 - 60 ℃; for 3h; Product distribution / selectivity;

Reference yield:

: 906651-45-4
C₅₉H₈₅NO₉Si

: 906651-46-5
tert-butyl (E)-(2S,3S)-3-[(S)-1-tert-butoxycarbonyl-2-(4-but-2-ynyloxy-phenyl)-ethylcarbamoyl]-2-hydroxy-2-(2-hydroxy-ethyl)-12-oxo-nonadec-4-enoate

Guidance literature:: C₅₉H₈₅NO₉Si; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃;

With acetic acid; In tetrahydrofuran; at 0 - 20 ℃; for 1h; Product distribution / selectivity;

Reference yield:

: 18938-60-8
(S)-tert-butyl 2-((tert-butoxycarbonyl)amino)-3-(4-hydroxyphenyl)propanoate

: 906651-46-5
tert-butyl (E)-(2S,3S)-3-[(S)-1-tert-butoxycarbonyl-2-(4-but-2-ynyloxy-phenyl)-ethylcarbamoyl]-2-hydroxy-2-(2-hydroxy-ethyl)-12-oxo-nonadec-4-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / water / 1 h / 25 °C / Large scale

2.1: hydrogenchloride / ethyl acetate / 2 h / 25 °C / Large scale

3.1: potassium hydrogensulfate / water; ethyl acetate / 0.5 h / 20 °C / Large scale

3.2: 4 h / 20 °C / Large scale

4.1: citric acid / water; acetonitrile

With hydrogenchloride; potassium hydrogensulfate; potassium carbonate; citric acid; In water; ethyl acetate; acetonitrile;
DOI:10.1021/acs.oprd.7b00383