(2R,3S)-2-(4-(benzyloxy)phenyl)-N-(4-((tert-butyldimethylsilyl)oxy)butyl)-5-((E)-3-((4-((tert-butyldimethylsilyl)oxy)butyl)amino)-3-oxoprop-1-en-1-yl)-2,3-dihydrobenzofuran-3-carboxamide

Base Information

Chemical Name:(2R,3S)-2-(4-(benzyloxy)phenyl)-N-(4-((tert-butyldimethylsilyl)oxy)butyl)-5-((E)-3-((4-((tert-butyldimethylsilyl)oxy)butyl)amino)-3-oxoprop-1-en-1-yl)-2,3-dihydrobenzofuran-3-carboxamide
CAS No.:1297604-45-5
Molecular Formula:C₄₅H₆₆N₂O₆Si₂
Molecular Weight:787.2
Hs Code.:

(2R,3S)-2-(4-(benzyloxy)phenyl)-N-(4-((tert-butyldimethylsilyl)oxy)butyl)-5-((E)-3-((4-((tert-butyldimethylsilyl)oxy)butyl)amino)-3-oxoprop-1-en-1-yl)-2,3-dihydrobenzofuran-3-carboxamide

Synonyms:(2R,3S)-2-(4-(benzyloxy)phenyl)-N-(4-((tert-butyldimethylsilyl)oxy)butyl)-5-((E)-3-((4-((tert-butyldimethylsilyl)oxy)butyl)amino)-3-oxoprop-1-en-1-yl)-2,3-dihydrobenzofuran-3-carboxamide

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Chemical Property of (2R,3S)-2-(4-(benzyloxy)phenyl)-N-(4-((tert-butyldimethylsilyl)oxy)butyl)-5-((E)-3-((4-((tert-butyldimethylsilyl)oxy)butyl)amino)-3-oxoprop-1-en-1-yl)-2,3-dihydrobenzofuran-3-carboxamide

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Technology Process of (2R,3S)-2-(4-(benzyloxy)phenyl)-N-(4-((tert-butyldimethylsilyl)oxy)butyl)-5-((E)-3-((4-((tert-butyldimethylsilyl)oxy)butyl)amino)-3-oxoprop-1-en-1-yl)-2,3-dihydrobenzofuran-3-carboxamide

There total 1 articles about (2R,3S)-2-(4-(benzyloxy)phenyl)-N-(4-((tert-butyldimethylsilyl)oxy)butyl)-5-((E)-3-((4-((tert-butyldimethylsilyl)oxy)butyl)amino)-3-oxoprop-1-en-1-yl)-2,3-dihydrobenzofuran-3-carboxamide 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:

: 1297604-44-4
(E)-3-(4-((4-(benzyloxy)benzyl)oxy)-3-(2-((4-((tert-butyldimethylsilyl)oxy)butyl)amino)-1-diazo-2-oxoethyl)phenyl)-N-(4-((tert-butyldimethylsilyl)oxy)butyl)acrylamide

: 1297604-45-5
(2R,3S)-2-(4-(benzyloxy)phenyl)-N-(4-((tert-butyldimethylsilyl)oxy)butyl)-5-((E)-3-((4-((tert-butyldimethylsilyl)oxy)butyl)amino)-3-oxoprop-1-en-1-yl)-2,3-dihydrobenzofuran-3-carboxamide

Guidance literature:: With dirhodium(II) tetrakis[(S)-N-phthaloyl-tert-leucinate]; In dichloromethane; at -78 - 20 ℃; for 10h; stereoselective reaction; Molecular sieve;
DOI:10.1021/ol200728w

Reference yield: 82.0%

: 1297604-45-5
(2R,3S)-2-(4-(benzyloxy)phenyl)-N-(4-((tert-butyldimethylsilyl)oxy)butyl)-5-((E)-3-((4-((tert-butyldimethylsilyl)oxy)butyl)amino)-3-oxoprop-1-en-1-yl)-2,3-dihydrobenzofuran-3-carboxamide

: 1297604-46-6
(2R,3S)-2-(4-(benzyloxy)phenyl)-N-(4-hydroxybutyl)-5-((E)-3-((4-hydroxybutyl)amino)-3-oxoprop-1-en-1-yl)-2,3-dihydrobenzofuran-3-carboxamide

Guidance literature:: With ammonium fluoride; In acetonitrile; for 20h; Reflux;
DOI:10.1021/ol200728w

Reference yield:

: 1297604-45-5
(2R,3S)-2-(4-(benzyloxy)phenyl)-N-(4-((tert-butyldimethylsilyl)oxy)butyl)-5-((E)-3-((4-((tert-butyldimethylsilyl)oxy)butyl)amino)-3-oxoprop-1-en-1-yl)-2,3-dihydrobenzofuran-3-carboxamide

: aperidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: ammonium fluoride / acetonitrile / 20 h / Reflux

2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran; toluene / 24 h / 50 °C

3.1: boron trichloride / dichloromethane / 1 h / -78 °C

3.2: -78 °C

With ammonium fluoride; boron trichloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane; toluene; acetonitrile; 2.1: Mitsunobu reaction;
DOI:10.1021/ol200728w