2-((3S)-2-hydroxy-3-(tritylamino)tetrahydrofuran-2-yl)-N-methoxy-N-methylacetamide

Base Information

Chemical Name:2-((3S)-2-hydroxy-3-(tritylamino)tetrahydrofuran-2-yl)-N-methoxy-N-methylacetamide
CAS No.:1617519-62-6
Molecular Formula:C₂₇H₃₀N₂O₄
Molecular Weight:446.546
Hs Code.:

Synonyms:2-((3S)-2-hydroxy-3-(tritylamino)tetrahydrofuran-2-yl)-N-methoxy-N-methylacetamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-((3S)-2-hydroxy-3-(tritylamino)tetrahydrofuran-2-yl)-N-methoxy-N-methylacetamide

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Technology Process of 2-((3S)-2-hydroxy-3-(tritylamino)tetrahydrofuran-2-yl)-N-methoxy-N-methylacetamide

There total 1 articles about 2-((3S)-2-hydroxy-3-(tritylamino)tetrahydrofuran-2-yl)-N-methoxy-N-methylacetamide 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:

: 78191-00-1
N-Methoxy-N-methylacetamide

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

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

Guidance literature:: N-Methoxy-N-methylacetamide; With n-butyllithium; 1,1,1,3,3,3-hexamethyl-disilazane; In tetrahydrofuran; hexane; at -78 ℃; for 0.75h;

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; In tetrahydrofuran; hexane; for 0.25h;

(S)-N-tritylhomoserine lactone; In tetrahydrofuran; hexane; at 0 ℃; for 2h;
DOI:10.1016/j.tet.2014.05.054

Reference yield: 92.0%

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

: 18162-48-6
tert-butyldimethylsilyl chloride

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

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide;
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