trans,anti-3-<α-(dimethylphenylsilyl)benzyl>-4-(methoxycarbonyl)azetidin-2-one

Base Information

• Chemical Name: trans,anti-3-<α-(dimethylphenylsilyl)benzyl>-4-(methoxycarbonyl)azetidin-2-one
• CAS No.: 138331-61-0
• Molecular Formula: C₂₀H₂₃NO₃Si
• Molecular Weight: 353.493

Synonyms:trans,anti-3-<α-(dimethylphenylsilyl)benzyl>-4-(methoxycarbonyl)azetidin-2-one

Chemical Property of trans,anti-3-<α-(dimethylphenylsilyl)benzyl>-4-(methoxycarbonyl)azetidin-2-one

Chemical Property:

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Technology Process of trans,anti-3-<α-(dimethylphenylsilyl)benzyl>-4-(methoxycarbonyl)azetidin-2-one

There total 5 articles about trans,anti-3-<α-(dimethylphenylsilyl)benzyl>-4-(methoxycarbonyl)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: 65.0%

(2R,3S)-3-[(S)-(Dimethyl-phenyl-silanyl)-phenyl-methyl]-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid methyl ester (131533-36-3) → trans,anti-3-<α-(dimethylphenylsilyl)benzyl>-4-(methoxycarbonyl)azetidin-2-one (138331-61-0)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; at 0 ℃; for 0.75h;

DOI:10.1021/jo00031a044

Reference yield:

(2R,3R)-1-[Bis-(4-methoxy-phenyl)-methyl]-3-[(R)-(dimethyl-phenyl-silanyl)-phenyl-methyl]-4-oxo-azetidine-2-carboxylic acid methyl ester (144539-95-7) → (2R,3R)-3-[(R)-(Dimethyl-phenyl-silanyl)-phenyl-methyl]-4-oxo-azetidine-2-carboxylic acid methyl ester (138235-14-0,138331-61-0)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; at 0 - 5 ℃; for 0.5h;

DOI:10.1016/S0040-4039(00)61295-9

Reference yield:

dimethyl(phenyl)silyllithium (3839-31-4) → trans,anti-3-<α-(dimethylphenylsilyl)benzyl>-4-(methoxycarbonyl)azetidin-2-one (138331-61-0)

Guidance literature:

Multi-step reaction with 2 steps

2: 65 percent / (NH₄)2Ce(NO₃)6 / acetonitrile; H₂O / 0.75 h / 0 °C

With ammonium cerium(IV) nitrate; In water; acetonitrile;

DOI:10.1021/jo00031a044

upstream raw materials:

(2R,3S)-3-[(S)-(Dimethyl-phenyl-silanyl)-phenyl-methyl]-1-(4-methoxy-phenyl)-4-oxo-azetidine-2-carboxylic acid methyl ester

dimethyl(phenyl)silyllithium

Methyl cinnamate

(2R,3R)-1-[Bis-(4-methoxy-phenyl)-methyl]-3-[(R)-(dimethyl-phenyl-silanyl)-phenyl-methyl]-4-oxo-azetidine-2-carboxylic acid methyl ester

Downstream raw materials:

(2S,3R)-2-Amino-3-[(S)-(dimethyl-phenyl-silanyl)-phenyl-methyl]-succinic acid dimethyl ester

Methyl 2(S*)-(benzoylamino)-4(S*)-hydroxy-3(R*)-(methoxycarbonyl)-4-phenylbutanoate

(2R,3S)-2-Benzoylamino-3-[(R)-(dimethyl-phenyl-silanyl)-phenyl-methyl]-succinic acid dimethyl ester

(2R,3R)-2-Amino-3-[(R)-(dimethyl-phenyl-silanyl)-phenyl-methyl]-succinic acid dimethyl ester

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