(3S,4R)-4-(2-benzyloxy-1,1-dimethylethyl)-3-hydroxy-1-(4-methoxyphenyl)azetidin-2-one

Base Information

Chemical Name:(3S,4R)-4-(2-benzyloxy-1,1-dimethylethyl)-3-hydroxy-1-(4-methoxyphenyl)azetidin-2-one
CAS No.:865154-57-0
Molecular Formula:C₂₁H₂₅NO₄
Molecular Weight:355.434
Hs Code.:

Synonyms:(3S,4R)-4-(2-benzyloxy-1,1-dimethylethyl)-3-hydroxy-1-(4-methoxyphenyl)azetidin-2-one

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Chemical Property of (3S,4R)-4-(2-benzyloxy-1,1-dimethylethyl)-3-hydroxy-1-(4-methoxyphenyl)azetidin-2-one

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Technology Process of (3S,4R)-4-(2-benzyloxy-1,1-dimethylethyl)-3-hydroxy-1-(4-methoxyphenyl)azetidin-2-one

There total 6 articles about (3S,4R)-4-(2-benzyloxy-1,1-dimethylethyl)-3-hydroxy-1-(4-methoxyphenyl)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: 48.0%

: cis-3-acetoxy-4-(2-benzyloxy-1,1-dimethylethyl)-1-(4-methoxyphenyl)azetidin-2-one

: 957791-46-7
(3R,4S)-3-acetoxy-4-(2-benzyloxy-1,1-dimethylethyl)-1-(4-methoxyphenyl)azetidin-2-one

: 865154-57-0
(3S,4R)-4-(2-benzyloxy-1,1-dimethylethyl)-3-hydroxy-1-(4-methoxyphenyl)azetidin-2-one

Guidance literature:: With Amano PS Lipase; In phosphate buffer; acetonitrile; at 20 ℃; for 72h; pH=7.5;
DOI:10.1016/j.tetasy.2007.08.012

Reference yield:

: 776-88-5
5,5-dimethyl-2-phenyl-[1,3]dioxane

: 865154-57-0
(3S,4R)-4-(2-benzyloxy-1,1-dimethylethyl)-3-hydroxy-1-(4-methoxyphenyl)azetidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / lithium aluminum hydride; aluminum chloride / diethyl ether; CH₂Cl₂

2: 92 percent / oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / -60 - 20 °C

3: 95 percent / molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / 20 °C

4: 75 percent / triethylamine / CH₂Cl₂ / -10 - 20 °C

5: 47 percent / Amano PS lipase / aq. phosphate buffer; acetonitrile / 72 h / 20 °C / pH 7.5

With lithium aluminium tetrahydride; aluminium trichloride; oxalyl dichloride; 4 A molecular sieve; Amano PS Lipase; dimethyl sulfoxide; triethylamine; In phosphate buffer; diethyl ether; dichloromethane; acetonitrile; 2: Swern oxidation;
DOI:10.1016/j.tetasy.2007.08.012

Reference yield:

: 957791-54-7
(E)-N-(3-(benzyloxy)-2,2-dimethylpropylidene)-4-methoxybenzenamine

: 865154-57-0
(3S,4R)-4-(2-benzyloxy-1,1-dimethylethyl)-3-hydroxy-1-(4-methoxyphenyl)azetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / triethylamine / CH₂Cl₂ / -10 - 20 °C

2: 47 percent / Amano PS lipase / aq. phosphate buffer; acetonitrile / 72 h / 20 °C / pH 7.5

With Amano PS Lipase; triethylamine; In phosphate buffer; dichloromethane; acetonitrile;
DOI:10.1016/j.tetasy.2007.08.012