(2S,5R,6S)-6-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[1-tert-butylsulfanyl-meth-(E)-ylidene]-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

Base Information Edit

Chemical Name:(2S,5R,6S)-6-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[1-tert-butylsulfanyl-meth-(E)-ylidene]-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester
CAS No.:81474-38-6
Molecular Formula:C₂₆H₃₈N₂O₆S₂Si
Molecular Weight:566.815
Hs Code.:
Mol file:81474-38-6.mol

(2S,5R,6S)-6-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[1-tert-butylsulfanyl-meth-(E)-ylidene]-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

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Chemical Property of (2S,5R,6S)-6-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[1-tert-butylsulfanyl-meth-(E)-ylidene]-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester Edit

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Technology Process of (2S,5R,6S)-6-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[1-tert-butylsulfanyl-meth-(E)-ylidene]-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

There total 12 articles about (2S,5R,6S)-6-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[1-tert-butylsulfanyl-meth-(E)-ylidene]-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester 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:

: 81519-53-1
2-[3-Bromo-3-(1-hydroxy-ethyl)-2-methylsulfanyl-4-oxo-azetidin-1-yl]-3-methyl-but-2-enoic acid methyl ester

: 81474-38-6
(2S,5R,6S)-6-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[1-tert-butylsulfanyl-meth-(E)-ylidene]-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: imidazole / 5 h / 55 °C

2: Bu₃SnH, AIBN / benzene / 65 °C

3: acetic acid / 2 h / 90 °C

4: KMnO₄ / acetone; H₂O

5: dioxane; H₂O

6: benzene

7: thionyl chloride, 2,6-lutidine / tetrahydrofuran; dioxane / -10 °C

8: pyridine / dioxane; dimethylformamide / 3 h / 70 - 80 °C

9: hydroquinone / toluene / 5 h / 90 °C

10: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; potassium permanganate; thionyl chloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; acetic acid; triethylamine; hydroquinone; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; benzene;

Reference yield:

: 81315-44-8,81520-34-5,105455-95-6,105455-96-7
2-{3-Bromo-3-[1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2-methylsulfanyl-4-oxo-azetidin-1-yl}-3-methyl-but-2-enoic acid methyl ester

: 81474-38-6
(2S,5R,6S)-6-[1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-3-[1-tert-butylsulfanyl-meth-(E)-ylidene]-7-oxo-4-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic acid 4-nitro-benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: Bu₃SnH, AIBN / benzene / 65 °C

2: acetic acid / 2 h / 90 °C

3: KMnO₄ / acetone; H₂O

4: dioxane; H₂O

5: benzene

6: thionyl chloride, 2,6-lutidine / tetrahydrofuran; dioxane / -10 °C

7: pyridine / dioxane; dimethylformamide / 3 h / 70 - 80 °C

8: hydroquinone / toluene / 5 h / 90 °C

9: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

With pyridine; 2,6-dimethylpyridine; potassium permanganate; thionyl chloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; acetic acid; triethylamine; hydroquinone; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; benzene;