(4S)-4-benzyloxycarbonyl-1-(tert-butyldimethylsilyl)-3-[Z-4'-(tert-butyldiphenylsilyloxy)phenylmethylene]-2-azetidinone

Base Information

Chemical Name:(4S)-4-benzyloxycarbonyl-1-(tert-butyldimethylsilyl)-3-[Z-4'-(tert-butyldiphenylsilyloxy)phenylmethylene]-2-azetidinone
CAS No.:342624-65-1
Molecular Formula:C₄₀H₄₇NO₄Si₂
Molecular Weight:661.988
Hs Code.:

Synonyms:(4S)-4-benzyloxycarbonyl-1-(tert-butyldimethylsilyl)-3-[Z-4'-(tert-butyldiphenylsilyloxy)phenylmethylene]-2-azetidinone

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Chemical Property of (4S)-4-benzyloxycarbonyl-1-(tert-butyldimethylsilyl)-3-[Z-4'-(tert-butyldiphenylsilyloxy)phenylmethylene]-2-azetidinone

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Technology Process of (4S)-4-benzyloxycarbonyl-1-(tert-butyldimethylsilyl)-3-[Z-4'-(tert-butyldiphenylsilyloxy)phenylmethylene]-2-azetidinone

There total 3 articles about (4S)-4-benzyloxycarbonyl-1-(tert-butyldimethylsilyl)-3-[Z-4'-(tert-butyldiphenylsilyloxy)phenylmethylene]-2-azetidinone 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: 13.0%

: (S)-1-(tert-Butyl-dimethyl-silanyl)-3-[1-[4-(tert-butyl-diphenyl-silanyloxy)-phenyl]-meth-(Z)-ylidene]-4-oxo-azetidine-2-carboxylic acid

: 100-51-6,185532-71-2
benzyl alcohol

: 193959-24-9
(4S)-4-benzyloxycarbonyl-1-(tert-butyldimethylsilyl)-3-[E-4'-(tert-butyldiphenylsilyloxy)phenylmethylene]-2-azetidinone

: 342624-65-1
(4S)-4-benzyloxycarbonyl-1-(tert-butyldimethylsilyl)-3-[Z-4'-(tert-butyldiphenylsilyloxy)phenylmethylene]-2-azetidinone

Guidance literature:: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1021/jm000145g

Reference yield:

: 82938-50-9,162856-35-1
(4S)-N-tert-butyldimethylsilylazetidin-2-one-4-carboxylic acid

: 342624-65-1
(4S)-4-benzyloxycarbonyl-1-(tert-butyldimethylsilyl)-3-[Z-4'-(tert-butyldiphenylsilyloxy)phenylmethylene]-2-azetidinone

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; hexane / 0.25 h / -9 °C

1.2: LDA / tetrahydrofuran; hexane / 0.33 h / -9 °C

1.3: tetrahydrofuran; hexane / 1 h / 0 °C

2.1: 7 percent / EDCI / DMAP / CH₂Cl₂ / 3 h / 20 °C

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium diisopropyl amide; dmap; In tetrahydrofuran; hexane; dichloromethane; 1.1: Peterson reaction;
DOI:10.1021/jm000145g

Reference yield:

: 116748-05-1
4-(tert-butyldiphenylsilyloxy)benzaldehyde

: 342624-65-1
(4S)-4-benzyloxycarbonyl-1-(tert-butyldimethylsilyl)-3-[Z-4'-(tert-butyldiphenylsilyloxy)phenylmethylene]-2-azetidinone

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; hexane / 0.25 h / -9 °C

1.2: LDA / tetrahydrofuran; hexane / 0.33 h / -9 °C

1.3: tetrahydrofuran; hexane / 1 h / 0 °C

2.1: 7 percent / EDCI / DMAP / CH₂Cl₂ / 3 h / 20 °C

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium diisopropyl amide; dmap; In tetrahydrofuran; hexane; dichloromethane; 1.1: Peterson reaction;
DOI:10.1021/jm000145g