(2R,3R)-3-allyl-2-((tert-butyldimethylsilyloxy)methyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

Base Information

Chemical Name:(2R,3R)-3-allyl-2-((tert-butyldimethylsilyloxy)methyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide
CAS No.:1617519-55-7
Molecular Formula:C₃₅H₄₄N₂O₄Si
Molecular Weight:584.831
Hs Code.:

Synonyms:(2R,3R)-3-allyl-2-((tert-butyldimethylsilyloxy)methyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

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Chemical Property of (2R,3R)-3-allyl-2-((tert-butyldimethylsilyloxy)methyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

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Technology Process of (2R,3R)-3-allyl-2-((tert-butyldimethylsilyloxy)methyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

There total 4 articles about (2R,3R)-3-allyl-2-((tert-butyldimethylsilyloxy)methyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide 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: 22.0%

: 1617519-53-5
(2R,3S)-2-((tert-butyldimethylsilyloxy)methyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

: 106-95-6
allyl bromide

: 1617519-55-7
(2R,3R)-3-allyl-2-((tert-butyldimethylsilyloxy)methyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

Guidance literature:: (2R,3S)-2-((tert-butyldimethylsilyloxy)methyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide; With sodium iodide; In tetrahydrofuran; at 0 ℃; for 1h;

allyl bromide; In tetrahydrofuran;
DOI:10.1016/j.tet.2014.05.054

Reference yield: 22.0%

: 1617519-53-5
(2R,3S)-2-((tert-butyldimethylsilyloxy)methyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

: 106-95-6
allyl bromide

: 1617519-55-7
(2R,3R)-3-allyl-2-((tert-butyldimethylsilyloxy)methyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

: 1617519-57-9
(1R,5R)-1-allyl-6-trityl-3-oxa-6-azabicyclo[3.2.0]heptane-2,7-dione

Guidance literature:: (2R,3S)-2-((tert-butyldimethylsilyloxy)methyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide; With potassium hydride; sodium iodide; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere;

allyl bromide; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2014.05.054

Reference yield:

: 1239977-08-2
(2R,3S)-2-hydroxymethyl-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1617519-55-7
(2R,3R)-3-allyl-2-((tert-butyldimethylsilyloxy)methyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

Guidance literature:: Multi-step reaction with 2 steps

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

2: sodium iodide / tetrahydrofuran / 1 h / 0 °C

With 1H-imidazole; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2014.05.054