(S)-4-(5-(dimethylamino)-5-thioxo-1-(trimethylsilyl)pent-1-yn-3-yl)phenyl acetate

Base Information

Chemical Name:(S)-4-(5-(dimethylamino)-5-thioxo-1-(trimethylsilyl)pent-1-yn-3-yl)phenyl acetate
CAS No.:1266400-99-0
Molecular Formula:C₁₈H₂₅NO₂SSi
Molecular Weight:347.553
Hs Code.:

Synonyms:(S)-4-(5-(dimethylamino)-5-thioxo-1-(trimethylsilyl)pent-1-yn-3-yl)phenyl acetate

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Chemical Property of (S)-4-(5-(dimethylamino)-5-thioxo-1-(trimethylsilyl)pent-1-yn-3-yl)phenyl acetate

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Technology Process of (S)-4-(5-(dimethylamino)-5-thioxo-1-(trimethylsilyl)pent-1-yn-3-yl)phenyl acetate

There total 3 articles about (S)-4-(5-(dimethylamino)-5-thioxo-1-(trimethylsilyl)pent-1-yn-3-yl)phenyl acetate 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: 83.0%

: 1266400-95-6
(E)-4-(3-(dimethylamino)-3-thioxoprop-1-en-1-yl)phenyl acetate

: 1066-54-2
trimethylsilylacetylene

: 1266400-99-0
(S)-4-(5-(dimethylamino)-5-thioxo-1-(trimethylsilyl)pent-1-yn-3-yl)phenyl acetate

Guidance literature:: With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; tetrakis(actonitrile)copper(I) hexafluorophosphate; potassium hexamethylsilazane; In tetrahydrofuran; hexane; at 20 - 50 ℃; optical yield given as %ee; Inert atmosphere;
DOI:10.1021/ol102998w

Reference yield: 83.0%

: C₁₃H₁₅NO₂S

: 1066-54-2
trimethylsilylacetylene

: 1266400-99-0
(S)-4-(5-(dimethylamino)-5-thioxo-1-(trimethylsilyl)pent-1-yn-3-yl)phenyl acetate

Guidance literature:: With (S)-(+)-5,5’-bis[di(3,5-di-tert-butyl-4-methoxyphenyl)phosphino]-4,4’-bi-1,3-benzodioxole; tetrakis(actonitrile)copper(I) hexafluorophosphate; potassium hexamethylsilazane; In hexane; at 50 ℃; for 40h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;
DOI:10.1002/asia.201100050

Reference yield:

: 1266401-03-9
(E)-4-(3-(dimethylamino)-3-oxoprop-1-en-1-yl)phenyl acetate

: 1266400-99-0
(S)-4-(5-(dimethylamino)-5-thioxo-1-(trimethylsilyl)pent-1-yn-3-yl)phenyl acetate

Guidance literature:: Multi-step reaction with 2 steps

1: Lawessons reagent / tetrahydrofuran / 2 h / 70 °C

2: (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; tetrakis(actonitrile)copper(I) hexafluorophosphate; potassium hexamethylsilazane / tetrahydrofuran; hexane / 20 - 50 °C / Inert atmosphere

With Lawessons reagent; (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; tetrakis(actonitrile)copper(I) hexafluorophosphate; potassium hexamethylsilazane; In tetrahydrofuran; hexane;
DOI:10.1021/ol102998w