(3S,4R)-4-(2,2-dimethoxyethyl)-3-[(1R)-1-(4-nitrobenzyloxycarbonyloxy)-ethyl]azetidin-2-one

Base Information

Chemical Name:(3S,4R)-4-(2,2-dimethoxyethyl)-3-[(1R)-1-(4-nitrobenzyloxycarbonyloxy)-ethyl]azetidin-2-one
CAS No.:72789-82-3
Molecular Formula:C₁₇H₂₂N₂O₈
Molecular Weight:382.37
Hs Code.:

Synonyms:(3S,4R)-4-(2,2-dimethoxyethyl)-3-[(1R)-1-(4-nitrobenzyloxycarbonyloxy)-ethyl]azetidin-2-one

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Chemical Property of (3S,4R)-4-(2,2-dimethoxyethyl)-3-[(1R)-1-(4-nitrobenzyloxycarbonyloxy)-ethyl]azetidin-2-one

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Technology Process of (3S,4R)-4-(2,2-dimethoxyethyl)-3-[(1R)-1-(4-nitrobenzyloxycarbonyloxy)-ethyl]azetidin-2-one

There total 19 articles about (3S,4R)-4-(2,2-dimethoxyethyl)-3-[(1R)-1-(4-nitrobenzyloxycarbonyloxy)-ethyl]azetidin-2-one 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: 83.0%

: 72447-85-9,72496-42-5,72843-53-9,72843-54-0,73890-29-6,73890-30-9,74164-94-6,74164-95-7,78088-39-8,79299-24-4,79952-68-4,81076-43-9
trans-4-<(2',2'-dimethoxy)ethyl>-3-<(1'R)-hydroxyethyl>azetidin-2-one

: 4457-32-3
4-nitrobenzyl chloroformate

: 72789-82-3,72843-58-4,73890-31-0,73890-76-3,77447-98-4,78342-09-3,78822-11-4,79057-48-0,79299-23-3,79952-71-9
(+/-)-4β-(2',2'-dimethoxyethyl)-3α-((1'R*)-p-nitrobenzyloxycarbonyloxyethyl)-2-azetidinone

Guidance literature:: With dmap; In dichloromethane; at 0 ℃; for 2h;
DOI:10.1021/ja00526a048

Reference yield:

: 80559-31-5
methyl 3-methyl-2-[(3S,4R)-3-[(1R)-1-(4-nitrobenzyloxycarbonyloxy)ethyl]-2-oxo-4-allylazetidin-1-yl]but-2-enoate

: 72789-82-3
(3S,4R)-4-(2,2-dimethoxyethyl)-3-[(1R)-1-(4-nitrobenzyloxycarbonyloxy)-ethyl]azetidin-2-one

Guidance literature:: With pyridine; hydrogenchloride; dimethylsulfide; p-toluenesulfonic acid monohydrate; trimethyl orthoformate; In methanol; dichloromethane; water; ethyl acetate;

Reference yield:

: 72447-81-5
3-Nitropropanal dimethyl acetal

: 72789-82-3,72843-58-4,73890-31-0,73890-76-3,77447-98-4,78342-09-3,78822-11-4,79057-48-0,79299-23-3,79952-71-9
trans-4-(2',2'-dimethoxyethyl)-3-(1'-p-nitrobenzyloxycarbonyloxyethyl)-2-azetidinone

Guidance literature:: Multi-step reaction with 6 steps

1: phenyl isocyanate, triethylamine / benzene / 1) room temperature, 24 h; 2) reflux, 5 h

2: 5 g / benzene

3: 5.08 g / hydrogen / PtO₂ / acetic acid / 72 h / Ambient temperature

4: Na, H₂O, MeOH / 4.5 h / Heating

5: 908 mg / N,N'-dicyclohexylcarbodiimide / dioxane; H₂O / 12 h / Heating

6: 85 percent / 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 1 h / 0 °C

With methanol; dmap; water; hydrogen; sodium; phenyl isocyanate; triethylamine; dicyclohexyl-carbodiimide; platinum(IV) oxide; In 1,4-dioxane; dichloromethane; water; acetic acid; benzene;
DOI:10.1021/ja00526a048