(2S,3S)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

Base Information

Chemical Name:(2S,3S)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide
CAS No.:1617519-65-9
Molecular Formula:C₃₃H₄₂N₂O₄Si
Molecular Weight:558.793
Hs Code.:

Synonyms:(2S,3S)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

Suppliers and Price of (2S,3S)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (2S,3S)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (2S,3S)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

There total 4 articles about (2S,3S)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-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:

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

: 1617519-65-9
(2S,3S)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

Guidance literature:: (S)-6-((tert-butyldimethylsilyl)oxy)-2-diazo-N-methoxy-N-methyl-3-oxo-4-(tritylamino)hexanamide; In toluene; at 0 ℃; for 4.5h; Irradiation;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In toluene; at 20 ℃; Time;
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

: 1617519-65-9
(2S,3S)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / acetonitrile / 4 h / 20 °C / Inert atmosphere

3.1: toluene / 4.5 h / 0 °C / Irradiation

3.2: 20 °C

With 1H-imidazole; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; toluene; acetonitrile; 3.1: |Wolff Rearrangement / 3.2: |Wolff Rearrangement;
DOI:10.1016/j.tet.2014.05.054

Reference yield:

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

: 1617519-65-9
(2S,3S)-2-(2-((tert-butyldimethylsilyl)oxy)ethyl)-N-methoxy-N-methyl-4-oxo-1-tritylazetidine-3-carboxamide

Guidance literature:: Multi-step reaction with 4 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

4.1: toluene / 4.5 h / 0 °C / Irradiation

4.2: 20 °C

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; toluene; acetonitrile; 4.1: |Wolff Rearrangement / 4.2: |Wolff Rearrangement;
DOI:10.1016/j.tet.2014.05.054