(3R,4S)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-trimethylsilylethynyl-2-azetidinone

Base Information

Chemical Name:(3R,4S)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-trimethylsilylethynyl-2-azetidinone
CAS No.:102282-19-9
Molecular Formula:C₁₆H₃₁NO₂Si₂
Molecular Weight:325.599
Hs Code.:

Synonyms:(3R,4S)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-trimethylsilylethynyl-2-azetidinone

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Chemical Property of (3R,4S)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-trimethylsilylethynyl-2-azetidinone

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Technology Process of (3R,4S)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-trimethylsilylethynyl-2-azetidinone

There total 1 articles about (3R,4S)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-trimethylsilylethynyl-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: 90.0%

: 78389-87-4
((trimethylsilyl)ethynyl)zinc(II) chloride

: 84653-52-1
di[1-(3,3-dimethylbut-1-yn)yl]zinc

: 85768-10-1
(3S,4R)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-ethylsulfanyl-azetidin-2-one

: 102203-20-3,102282-19-9,103365-26-0
(3S,4S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-trimethylsilanylethynyl-azetidin-2-one

Guidance literature:: In xylene; at 140 ℃; for 2h; Product distribution; variation of temperature;
DOI:10.1016/S0040-4039(00)82876-2

Reference yield:

: 102203-20-3,102282-19-9,103365-26-0
(3R,4R)-3-[(S)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-4-trimethylsilanylethynyl-azetidin-2-one

: 76899-07-5,78963-47-0,78963-48-1,78963-60-7,80951-41-3,81275-02-7,85647-75-2,85954-95-6,92217-74-8,104527-11-9,76855-69-1
(3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: H₂SO₄ / HgSO₄ / tetrahydrofuran; H₂O / 25 °C

2: m-chloroperbenzoic acid / ethyl acetate / 25 °C

With sulfuric acid; 3-chloro-benzenecarboperoxoic acid; mercury(II) sulfate; In tetrahydrofuran; water; ethyl acetate;
DOI:10.1246/cl.1985.651

Reference yield:

: 102282-19-9
(3R,4S)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-trimethylsilylethynyl-2-azetidinone

: 76899-07-5,78963-47-0,78963-48-1,78963-60-7,80951-41-3,81275-02-7,85647-75-2,85954-95-6,92217-74-8,104527-11-9,76855-69-1
(3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: Et₃N / CH₂Cl₂ / 48 h / Ambient temperature; 3 h

2: aqueous HCl

3: 1.) H₂O, 2.) MCPBA

With hydrogenchloride; water; triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;
DOI:10.1016/S0040-4039(00)98775-6