(3S,4S)-4-acetoxy-3-<(1R)-1-t-butyldimethylsilyloxymethyl-1-((1S)-1-phenylethylaminocarbonyl)>-1-(4-methoxyphenyl)azetidin-2-one

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Chemical Name:(3S,4S)-4-acetoxy-3-<(1R)-1-t-butyldimethylsilyloxymethyl-1-((1S)-1-phenylethylaminocarbonyl)>-1-(4-methoxyphenyl)azetidin-2-one
CAS No.:114376-77-1
Molecular Formula:C₂₈H₃₈N₂O₆Si
Molecular Weight:526.705
Hs Code.:

Synonyms:(3S,4S)-4-acetoxy-3-<(1R)-1-t-butyldimethylsilyloxymethyl-1-((1S)-1-phenylethylaminocarbonyl)>-1-(4-methoxyphenyl)azetidin-2-one

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Chemical Property of (3S,4S)-4-acetoxy-3-<(1R)-1-t-butyldimethylsilyloxymethyl-1-((1S)-1-phenylethylaminocarbonyl)>-1-(4-methoxyphenyl)azetidin-2-one

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Technology Process of (3S,4S)-4-acetoxy-3-<(1R)-1-t-butyldimethylsilyloxymethyl-1-((1S)-1-phenylethylaminocarbonyl)>-1-(4-methoxyphenyl)azetidin-2-one

There total 16 articles about (3S,4S)-4-acetoxy-3-<(1R)-1-t-butyldimethylsilyloxymethyl-1-((1S)-1-phenylethylaminocarbonyl)>-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: 89.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 114376-76-0
(3S,4S)-4-acetoxy-3-<(1R)-1-hydroxymethyl-1-((1S)-1-phenylethylaminocarbonyl)>-1-(4-methoxyphenyl)azetidin-2-one

: 114376-77-1
(3S,4S)-4-acetoxy-3-<(1R)-1-t-butyldimethylsilyloxymethyl-1-((1S)-1-phenylethylaminocarbonyl)>-1-(4-methoxyphenyl)azetidin-2-one

Guidance literature:: With dmap; In N,N-dimethyl-formamide; for 168h; Ambient temperature;
DOI:10.1002/jhet.5570250225

Reference yield: 76.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 114315-96-7,114376-76-0
(3R,4R)-4-acetoxy-3-<(1S)-1-hydroxymethyl-1-((1S)-1-phenylethylaminocarbonyl)>-1-(4-methoxyphenyl)azetidin-2-one

: 114315-97-8,114376-77-1
(3R,4R)-4-acetoxy-3-<(1S)-1-t-butyldimethylsilyloxymethyl-1-((1S)-1-phenylethylaminocarbonyl)>-1-(4-methoxyphenyl)azetidin-2-one

Guidance literature:: With 4-(Methylamino)pyridine; In N,N-dimethyl-formamide; for 216h; Ambient temperature;
DOI:10.1002/jhet.5570250225

Reference yield:

: 2627-86-3
(S)-1-phenyl-ethylamine

: 114315-97-8,114376-77-1
(3R,4R)-4-acetoxy-3-<(1S)-1-t-butyldimethylsilyloxymethyl-1-((1S)-1-phenylethylaminocarbonyl)>-1-(4-methoxyphenyl)azetidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 22 percent / dicyclohexylcarbodiimide, 1-hydroxy-1H-benzotriazole / tetrahydrofuran / 1 h / Ambient temperature

2: 36 percent / 1N tetrabutylammonium fluoride, molecular sieves (4 Angstroems) / tetrahydrofuran / 1.5 h / 0 °C

3: 90 percent / CF₃COOH / CH₂Cl₂ / 3 h / Ambient temperature

4: 31 percent / CH₃COOH, lead tetraaceate / dimethylformamide / 0.08 h / 60 °C

5: 76 percent / 4-methylaminopyridine / dimethylformamide / 216 h / Ambient temperature

With lead(IV) acetate; 4-(Methylamino)pyridine; 4 A molecular sieve; tetrabutyl ammonium fluoride; benzotriazol-1-ol; acetic acid; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1002/jhet.5570250225