1-Azetidinecarboxylic acid, 2-oxo-4-phenyl-3-[[tris(1-methylethyl)silyl]oxy]-, 1,1-dimethylethyl ester, (3R,4S)-

Base Information

Chemical Name:1-Azetidinecarboxylic acid, 2-oxo-4-phenyl-3-[[tris(1-methylethyl)silyl]oxy]-, 1,1-dimethylethyl ester, (3R,4S)-
CAS No.:172213-23-9
Molecular Formula:C23H37NO4Si
Molecular Weight:419.637
Hs Code.:

Synonyms:N-tBOC-3-triisopropylsiloxy-4-phenylazetidin-2-one;(3R,4S)-1-[(1,1-Dimethylethoxy)carbonyl]-3-triisopropylsilyloxy-4-phenyl-2-azetidinone;(3R,4S)-2-Oxo-4-phenyl-3-triisopropylsilanyloxy-azetidine-1-carboxylic acid tert-butyl ester;

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Chemical Property of 1-Azetidinecarboxylic acid, 2-oxo-4-phenyl-3-[[tris(1-methylethyl)silyl]oxy]-, 1,1-dimethylethyl ester, (3R,4S)-

Chemical Property:

PSA：55.84000
LogP:6.00360

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

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Technology Process of 1-Azetidinecarboxylic acid, 2-oxo-4-phenyl-3-[[tris(1-methylethyl)silyl]oxy]-, 1,1-dimethylethyl ester, (3R,4S)-

There total 4 articles about 1-Azetidinecarboxylic acid, 2-oxo-4-phenyl-3-[[tris(1-methylethyl)silyl]oxy]-, 1,1-dimethylethyl ester, (3R,4S)- 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: 98.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 132127-31-2
(3R,4S)-3-triisopropylsilyloxy-4-phenylazetidin-2-one

: 172213-23-9
(3R,4S)-1-benzoyl-3-triisopropylsilyloxy-4-phenylazetidin-2-one

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/S0968-0896(03)00181-0

Reference yield:

: 100-52-7
benzaldehyde

: 172213-23-9
(3R,4S)-1-benzoyl-3-triisopropylsilyloxy-4-phenylazetidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / MgSO₄ / CH₂Cl₂ / 20 °C

2: 96 percent / LDA / tetrahydrofuran

3: 88 percent / aq. cerium(IV) ammonium nitrate / acetonitrile

4: 98 percent / Et₃N; DMAP / CH₂Cl₂ / 20 °C

With dmap; ammonium cerium(IV) nitrate; magnesium sulfate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1016/S0968-0896(03)00181-0

Reference yield:

: 144465-78-1
1-(4-Methoxyphenyl)-3-triisopropylsilyloxy-4-phenyl-2-azetidinone

: 172213-23-9
(3R,4S)-1-benzoyl-3-triisopropylsilyloxy-4-phenylazetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 88 percent / aq. cerium(IV) ammonium nitrate / acetonitrile

2: 98 percent / Et₃N; DMAP / CH₂Cl₂ / 20 °C

With dmap; ammonium cerium(IV) nitrate; triethylamine; In dichloromethane; acetonitrile;
DOI:10.1016/S0968-0896(03)00181-0