(S,Z)-methyl 2-(5-(tert-butyldiphenylsilyloxy)-2-(N,4-dimethylphenylsulfonamido)pent-2-enamido)-4-methylpentanoate

Base Information

Chemical Name:(S,Z)-methyl 2-(5-(tert-butyldiphenylsilyloxy)-2-(N,4-dimethylphenylsulfonamido)pent-2-enamido)-4-methylpentanoate
CAS No.:1486515-80-3
Molecular Formula:C₃₉H₄₆N₂O₆SSi
Molecular Weight:698.956
Hs Code.:

Synonyms:(S,Z)-methyl 2-(5-(tert-butyldiphenylsilyloxy)-2-(N,4-dimethylphenylsulfonamido)pent-2-enamido)-4-methylpentanoate

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Chemical Property of (S,Z)-methyl 2-(5-(tert-butyldiphenylsilyloxy)-2-(N,4-dimethylphenylsulfonamido)pent-2-enamido)-4-methylpentanoate

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Technology Process of (S,Z)-methyl 2-(5-(tert-butyldiphenylsilyloxy)-2-(N,4-dimethylphenylsulfonamido)pent-2-enamido)-4-methylpentanoate

There total 5 articles about (S,Z)-methyl 2-(5-(tert-butyldiphenylsilyloxy)-2-(N,4-dimethylphenylsulfonamido)pent-2-enamido)-4-methylpentanoate 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: 71.0%

: 201230-82-2
carbon monoxide

: 1486515-56-3
C₂₈H₃₄INO₃SSi

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: 1486515-80-3
(S,Z)-methyl 2-(5-(tert-butyldiphenylsilyloxy)-2-(N,4-dimethylphenylsulfonamido)pent-2-enamido)-4-methylpentanoate

Guidance literature:: With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenyl-arsane; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1021/ol4031028

Reference yield:

: 1486515-52-9
C₄₀H₆₁NO₃SSiSn

: 1486515-80-3
(S,Z)-methyl 2-(5-(tert-butyldiphenylsilyloxy)-2-(N,4-dimethylphenylsulfonamido)pent-2-enamido)-4-methylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: iodine / dichloromethane / 3 h / 0 °C

2: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenyl-arsane; triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenyl-arsane; iodine; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol4031028

Reference yield:

: 88158-68-3
4-(tert-butyldiphenylsilyloxy)-1-butyne

: 1486515-80-3
(S,Z)-methyl 2-(5-(tert-butyldiphenylsilyloxy)-2-(N,4-dimethylphenylsulfonamido)pent-2-enamido)-4-methylpentanoate

Guidance literature:: Multi-step reaction with 5 steps

1: silver nitrate; N-Bromosuccinimide / acetone / 20 °C

2: potassium carbonate; copper(II) sulfate; 1,10-Phenanthroline / toluene; water / 80 °C

3: hydroquinone; tris(t-butyl isocyanide)tricarbonylmolybdenum(O); carbon monoxide / tetrahydrofuran / 55 °C / Schlenk technique

4: iodine / dichloromethane / 3 h / 0 °C

5: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; triphenyl-arsane; triethylamine / N,N-dimethyl-formamide / 16 h / 20 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Bromosuccinimide; 1,10-Phenanthroline; tris(t-butyl isocyanide)tricarbonylmolybdenum(O); triphenyl-arsane; carbon monoxide; iodine; potassium carbonate; silver nitrate; copper(II) sulfate; triethylamine; hydroquinone; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/ol4031028