(3R,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-ethyl-4-(3-methoxy-benzyl)-azetidin-2-one

Base Information

Chemical Name:(3R,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-ethyl-4-(3-methoxy-benzyl)-azetidin-2-one
CAS No.:140169-06-8
Molecular Formula:C₁₉H₃₁NO₂Si
Molecular Weight:333.546
Hs Code.:

Synonyms:(3R,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-ethyl-4-(3-methoxy-benzyl)-azetidin-2-one

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Chemical Property of (3R,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-ethyl-4-(3-methoxy-benzyl)-azetidin-2-one

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Technology Process of (3R,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-ethyl-4-(3-methoxy-benzyl)-azetidin-2-one

There total 8 articles about (3R,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-ethyl-4-(3-methoxy-benzyl)-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: 100.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 184871-53-2
(3R,4R)-3-Ethyl-4-(3-methoxy-benzyl)-azetidin-2-one

: 140169-06-8
(3R,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-ethyl-4-(3-methoxy-benzyl)-azetidin-2-one

Guidance literature:: With triethylamine; In N,N-dimethyl-formamide; for 1.5h; Ambient temperature;
DOI:10.1016/0040-4020(96)00849-6

Reference yield:

: 35553-92-5
ETHYL 3-METHOXYPHENYLACETATE

: 140169-06-8
(3R,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-ethyl-4-(3-methoxy-benzyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) lithium diisopropylamine (LDA) / 1.) THF, -78 deg C, 20 min, 2.) THF, a) -78 deg C, 20 min, b) RT, 1 h

2: 68 percent / diisobutylammonium hydride (DIBAH) / CH₂Cl₂; hexane / 1 h / -50 °C

3: MgSO₄ / diethyl ether / 1 h / 0 °C

4: molecular sieves 3A, N,N-diethylaniline / toluene / 1.) -78 deg C, 1 h, 2.) RT, 2 h

5: 56 percent / Bu₃SnH, AIBN / benzene / 2 h / Heating

6: 62 percent / Bu₃SnH, AIBN / benzene / 1.5 h / Heating

7: 91 percent / Na, liquid NH₃ / tetrahydrofuran / 1 h / -78 °C

8: 100 percent / Et₃N / dimethylformamide / 1.5 h / Ambient temperature

With Diisobutylammonium hydride; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; ammonia; tri-n-butyl-tin hydride; sodium; magnesium sulfate; triethylamine; N,N-diethylaniline; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/0040-4020(96)00849-6

Reference yield:

: 184871-48-5
(3-Methoxy-phenyl)-phenylsulfanyl-acetaldehyde

: 140169-06-8
(3R,4R)-1-(tert-Butyl-dimethyl-silanyl)-3-ethyl-4-(3-methoxy-benzyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: MgSO₄ / diethyl ether / 1 h / 0 °C

2: molecular sieves 3A, N,N-diethylaniline / toluene / 1.) -78 deg C, 1 h, 2.) RT, 2 h

3: 56 percent / Bu₃SnH, AIBN / benzene / 2 h / Heating

4: 62 percent / Bu₃SnH, AIBN / benzene / 1.5 h / Heating

5: 91 percent / Na, liquid NH₃ / tetrahydrofuran / 1 h / -78 °C

6: 100 percent / Et₃N / dimethylformamide / 1.5 h / Ambient temperature

With 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; ammonia; tri-n-butyl-tin hydride; sodium; magnesium sulfate; triethylamine; N,N-diethylaniline; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1016/0040-4020(96)00849-6