(S)-6-((tert-butyldimethylsilyl)oxy)-2-diazo-N-methoxy-N-methyl-3-oxo-4-(tritylamino)hexanamide

Base Information

Chemical Name:(S)-6-((tert-butyldimethylsilyl)oxy)-2-diazo-N-methoxy-N-methyl-3-oxo-4-(tritylamino)hexanamide
CAS No.:1617519-64-8
Molecular Formula:C₃₃H₄₂N₄O₄Si
Molecular Weight:586.806
Hs Code.:

Synonyms:(S)-6-((tert-butyldimethylsilyl)oxy)-2-diazo-N-methoxy-N-methyl-3-oxo-4-(tritylamino)hexanamide

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Chemical Property of (S)-6-((tert-butyldimethylsilyl)oxy)-2-diazo-N-methoxy-N-methyl-3-oxo-4-(tritylamino)hexanamide

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Technology Process of (S)-6-((tert-butyldimethylsilyl)oxy)-2-diazo-N-methoxy-N-methyl-3-oxo-4-(tritylamino)hexanamide

There total 3 articles about (S)-6-((tert-butyldimethylsilyl)oxy)-2-diazo-N-methoxy-N-methyl-3-oxo-4-(tritylamino)hexanamide 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: 97.0%

: 1617519-63-7
(S)-6-((tert-butyldimethylsilyl)oxy)-N-methoxy-N-methyl-3-oxo-4-(tritylamino)hexanamide

: 624-90-8,1516-70-7
Methanesulfonyl azide

: 1617519-64-8
(S)-6-((tert-butyldimethylsilyl)oxy)-2-diazo-N-methoxy-N-methyl-3-oxo-4-(tritylamino)hexanamide

Guidance literature:: With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1016/j.tet.2014.05.054

Reference yield:

: 1617519-62-6
2-((3S)-2-hydroxy-3-(tritylamino)tetrahydrofuran-2-yl)-N-methoxy-N-methylacetamide

: 1617519-64-8
(S)-6-((tert-butyldimethylsilyl)oxy)-2-diazo-N-methoxy-N-methyl-3-oxo-4-(tritylamino)hexanamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide

2: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 4 h / 20 °C / Inert atmosphere

With 1H-imidazole; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tet.2014.05.054

Reference yield:

: 83427-81-0
(S)-N-tritylhomoserine lactone

: 1617519-64-8
(S)-6-((tert-butyldimethylsilyl)oxy)-2-diazo-N-methoxy-N-methyl-3-oxo-4-(tritylamino)hexanamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1,1,1,3,3,3-hexamethyl-disilazane; n-butyllithium / hexane; tetrahydrofuran / 0.75 h / -78 °C

1.2: 0.25 h

1.3: 2 h / 0 °C

2.1: 1H-imidazole / N,N-dimethyl-formamide

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 4 h / 20 °C / Inert atmosphere

With 1H-imidazole; n-butyllithium; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.tet.2014.05.054