2-{[1-[(2S,3R)-3-Benzyloxy-1-(2,2-dimethoxy-ethyl)-4-oxo-azetidin-2-yl]-meth-(E)-ylidene]-amino}-propionic acid methyl ester

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Chemical Name:2-{[1-[(2S,3R)-3-Benzyloxy-1-(2,2-dimethoxy-ethyl)-4-oxo-azetidin-2-yl]-meth-(E)-ylidene]-amino}-propionic acid methyl ester
CAS No.:253599-23-4
Molecular Formula:C₁₉H₂₆N₂O₆
Molecular Weight:378.425
Hs Code.:

Synonyms:2-{[1-[(2S,3R)-3-Benzyloxy-1-(2,2-dimethoxy-ethyl)-4-oxo-azetidin-2-yl]-meth-(E)-ylidene]-amino}-propionic acid methyl ester

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Chemical Property of 2-{[1-[(2S,3R)-3-Benzyloxy-1-(2,2-dimethoxy-ethyl)-4-oxo-azetidin-2-yl]-meth-(E)-ylidene]-amino}-propionic acid methyl ester

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Technology Process of 2-{[1-[(2S,3R)-3-Benzyloxy-1-(2,2-dimethoxy-ethyl)-4-oxo-azetidin-2-yl]-meth-(E)-ylidene]-amino}-propionic acid methyl ester

There total 5 articles about 2-{[1-[(2S,3R)-3-Benzyloxy-1-(2,2-dimethoxy-ethyl)-4-oxo-azetidin-2-yl]-meth-(E)-ylidene]-amino}-propionic acid methyl ester 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: 98.0%

: 7625-53-8,10065-72-2,21705-13-5
rac-Ala-OMe

: 253599-55-2
(+)-cis-3-(R)-benzyloxy-1-(2,2-dimethyloxyethyl)-4-(R)-formyl-azetidin-2-one

: 253599-23-4
2-{[1-[(2S,3R)-3-Benzyloxy-1-(2,2-dimethoxy-ethyl)-4-oxo-azetidin-2-yl]-meth-(E)-ylidene]-amino}-propionic acid methyl ester

Guidance literature:: In dichloromethane; at 20 ℃; for 4h;
DOI:10.1016/S0040-4020(99)00867-4

Reference yield:

: 19810-31-2
Benzyloxyacetyl chloride

: 253599-23-4
2-{[1-[(2S,3R)-3-Benzyloxy-1-(2,2-dimethoxy-ethyl)-4-oxo-azetidin-2-yl]-meth-(E)-ylidene]-amino}-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / Et₃N / CH₂Cl₂ / 17 h / -20 - 20 °C

2: 84 percent / 1N HCl / tetrahydrofuran / 24 h / 20 °C

3: 90 percent / NaIO₄ / aq. phosphate buffer; CH₂Cl₂ / 15 h / 20 °C / pH 7

4: 98 percent / CH₂Cl₂ / 4 h / 20 °C

With hydrogenchloride; sodium periodate; triethylamine; In tetrahydrofuran; phosphate buffer; dichloromethane; 1: Cycloaddition / 2: Ring cleavage / 3: Oxidation / 4: Condensation;
DOI:10.1016/S0040-4020(99)00867-4

Reference yield:

: (2,2-Dimethoxy-ethyl)-[1-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-meth-(E)-ylidene]-amine

: 253599-23-4
2-{[1-[(2S,3R)-3-Benzyloxy-1-(2,2-dimethoxy-ethyl)-4-oxo-azetidin-2-yl]-meth-(E)-ylidene]-amino}-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / Et₃N / CH₂Cl₂ / 17 h / -20 - 20 °C

2: 84 percent / 1N HCl / tetrahydrofuran / 24 h / 20 °C

3: 90 percent / NaIO₄ / aq. phosphate buffer; CH₂Cl₂ / 15 h / 20 °C / pH 7

4: 98 percent / CH₂Cl₂ / 4 h / 20 °C

With hydrogenchloride; sodium periodate; triethylamine; In tetrahydrofuran; phosphate buffer; dichloromethane; 1: Cycloaddition / 2: Ring cleavage / 3: Oxidation / 4: Condensation;
DOI:10.1016/S0040-4020(99)00867-4