(S,Z)-4-(4-(2-amino-N-methylpropanamido)-5-tritylthiopent-3-enyloxy)-4-oxobutanoic acid

Base Information

Chemical Name:(S,Z)-4-(4-(2-amino-N-methylpropanamido)-5-tritylthiopent-3-enyloxy)-4-oxobutanoic acid
CAS No.:1314778-31-8
Molecular Formula:C₃₂H₃₆N₂O₅S
Molecular Weight:560.714
Hs Code.:

Synonyms:(S,Z)-4-(4-(2-amino-N-methylpropanamido)-5-tritylthiopent-3-enyloxy)-4-oxobutanoic acid

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Chemical Property of (S,Z)-4-(4-(2-amino-N-methylpropanamido)-5-tritylthiopent-3-enyloxy)-4-oxobutanoic acid

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Technology Process of (S,Z)-4-(4-(2-amino-N-methylpropanamido)-5-tritylthiopent-3-enyloxy)-4-oxobutanoic acid

There total 7 articles about (S,Z)-4-(4-(2-amino-N-methylpropanamido)-5-tritylthiopent-3-enyloxy)-4-oxobutanoic acid 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: 92.0%

: 1314778-29-4
C₃₆H₄₀N₂O₇S

: 1314778-31-8
(S,Z)-4-(4-(2-amino-N-methylpropanamido)-5-tritylthiopent-3-enyloxy)-4-oxobutanoic acid

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-methylaniline; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/ja204088a

Reference yield:

: 1314777-79-1
(S,Z)-allyl 1-((5-hydroxy-1-tritylthiopent-2-en-2-yl)(methyl)amino)-1-oxopropan-2-ylcarbamate

: 1314778-31-8
(S,Z)-4-(4-(2-amino-N-methylpropanamido)-5-tritylthiopent-3-enyloxy)-4-oxobutanoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; triethylamine / dichloromethane / 4 h / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-methylaniline / tetrahydrofuran / 20 °C

With dmap; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; N-methylaniline; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja204088a

Reference yield:

: 1314777-76-8
(Z)-5-(tert-butyldimethylsilyloxy)-2-iodopent-2-en-1-ol

: 1314778-31-8
(S,Z)-4-(4-(2-amino-N-methylpropanamido)-5-tritylthiopent-3-enyloxy)-4-oxobutanoic acid

Guidance literature:: Multi-step reaction with 6 steps

1: copper(l) iodide; caesium carbonate; N,N`-dimethylethylenediamine / 1,4-dioxane / 50 - 60 °C / Inert atmosphere; Sonication

2: diisopropyl azodicarboxylate; triphenylphosphine / dichloromethane / 20 °C / Inert atmosphere; Reflux

3: potassium carbonate / N,N-dimethyl-formamide / 48 h / 20 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 - 20 °C

5: dmap; triethylamine / dichloromethane / 4 h / 20 °C

6: tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-methylaniline / tetrahydrofuran / 20 °C

With dmap; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; diisopropyl azodicarboxylate; tetrabutyl ammonium fluoride; potassium carbonate; caesium carbonate; triethylamine; triphenylphosphine; N-methylaniline; N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 2: Mitsunobu reaction;
DOI:10.1021/ja204088a