(3S,4S)-4-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-azetidin-2-one

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Chemical Name:(3S,4S)-4-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-azetidin-2-one
CAS No.:146861-17-8
Molecular Formula:C₃₅H₃₉NO₄Si
Molecular Weight:565.784
Hs Code.:

Synonyms:(3S,4S)-4-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-azetidin-2-one

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Chemical Property of (3S,4S)-4-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-azetidin-2-one

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Technology Process of (3S,4S)-4-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-azetidin-2-one

There total 6 articles about (3S,4S)-4-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-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: 71.0%

: 38870-89-2
Methoxyacetyl chloride

: 146861-14-5
[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-3-phenyl-prop-(E)-ylidene]-(4-methoxy-phenyl)-amine

: 146861-17-8
(3S,4S)-4-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-azetidin-2-one

Guidance literature:: With triethylamine; In dichloromethane; for 24h; -78 deg C to RT;
DOI:10.1021/jo00059a003

Reference yield:

: 63-91-2,25191-15-5,658-69-5,67675-33-6
L-phenylalanine

: 146861-17-8
(3S,4S)-4-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: H₂SO₄, 2 N aq. NaNO₂ / 1.) 0 deg C, 3 h, 2.) 0 deg C to RT, 15 h

2: H₂SO₄ / 3 h / Heating

3: DBU / CH₂Cl₂ / 4 h / Ambient temperature

4: DIBAL / toluene / 0.08 h / -78 °C

5: MgSO₄ / CH₂Cl₂ / 2 h / 0 °C

6: 71 percent / NEt₃ / CH₂Cl₂ / 24 h / -78 deg C to RT

With sulfuric acid; diisobutylaluminium hydride; magnesium sulfate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; sodium nitrite; In dichloromethane; toluene;
DOI:10.1021/jo00059a003

Reference yield:

: 20312-36-1
L-3-phenyllactic acid

: 146861-17-8
(3S,4S)-4-[(S)-1-(tert-Butyl-diphenyl-silanyloxy)-2-phenyl-ethyl]-3-methoxy-1-(4-methoxy-phenyl)-azetidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: H₂SO₄ / 3 h / Heating

2: DBU / CH₂Cl₂ / 4 h / Ambient temperature

3: DIBAL / toluene / 0.08 h / -78 °C

4: MgSO₄ / CH₂Cl₂ / 2 h / 0 °C

5: 71 percent / NEt₃ / CH₂Cl₂ / 24 h / -78 deg C to RT

With sulfuric acid; diisobutylaluminium hydride; magnesium sulfate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In dichloromethane; toluene;
DOI:10.1021/jo00059a003