(3S,4S)-4-acetyl-3-<(R)-1-(t-butyldimethylsilyloxy)ethyl>-1-di-p-anisylmethyl-2-azetidinone

Base Information

Chemical Name:(3S,4S)-4-acetyl-3-<(R)-1-(t-butyldimethylsilyloxy)ethyl>-1-di-p-anisylmethyl-2-azetidinone
CAS No.:126193-08-6
Molecular Formula:C₂₈H₃₉NO₅Si
Molecular Weight:497.707
Hs Code.:

Synonyms:(3S,4S)-4-acetyl-3-<(R)-1-(t-butyldimethylsilyloxy)ethyl>-1-di-p-anisylmethyl-2-azetidinone

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Chemical Property of (3S,4S)-4-acetyl-3-<(R)-1-(t-butyldimethylsilyloxy)ethyl>-1-di-p-anisylmethyl-2-azetidinone

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Technology Process of (3S,4S)-4-acetyl-3-<(R)-1-(t-butyldimethylsilyloxy)ethyl>-1-di-p-anisylmethyl-2-azetidinone

There total 10 articles about (3S,4S)-4-acetyl-3-<(R)-1-(t-butyldimethylsilyloxy)ethyl>-1-di-p-anisylmethyl-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:

: 19293-62-0
p,p'-dimethoxybenzhydrylamine

: 126193-08-6
(3S,4S)-4-acetyl-3-<(R)-1-(t-butyldimethylsilyloxy)ethyl>-1-di-p-anisylmethyl-2-azetidinone

Guidance literature:: Multi-step reaction with 8 steps

1: MgSO₄ / toluene / 1 h / 0 °C

2: imidazole / CH₂Cl₂ / 69 h / -35 °C

3: 1M potassium triethylborohydride / tetrahydrofuran / 1 h / -78 °C

4: 91 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / Ambient temperature

5: 5.1 mg / K₂CO₃ / methanol / 0.17 h / Ambient temperature

6: 95 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h / Ambient temperature

7: 98 percent / hydrogen; 5M HCl / 5percent Pd/C / toluene / 12 h / 40 °C

8: 1.) N-chlorosuccinimide, dimethyl sulfide; 3.) triethylamine / 1.) toluene, 0 deg C, 20 min; 2.) toluene, -25 deg C, 2.7 h 3.) r.t., 15 min

With 1H-imidazole; hydrogenchloride; dmap; N-chloro-succinimide; dimethylsulfide; hydrogen; potassium triethylborohydride; magnesium sulfate; potassium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)89105-5

Reference yield:

: 126748-44-5
N-[bis(4-methoxyphenyl)methyl]-formamide

: 126193-08-6
(3S,4S)-4-acetyl-3-<(R)-1-(t-butyldimethylsilyloxy)ethyl>-1-di-p-anisylmethyl-2-azetidinone

Guidance literature:: Multi-step reaction with 9 steps

1: 8.48 g / 1M HCl / methanol / 2 h / Heating

2: MgSO₄ / toluene / 1 h / 0 °C

3: imidazole / CH₂Cl₂ / 69 h / -35 °C

4: 1M potassium triethylborohydride / tetrahydrofuran / 1 h / -78 °C

5: 91 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / Ambient temperature

6: 5.1 mg / K₂CO₃ / methanol / 0.17 h / Ambient temperature

7: 95 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h / Ambient temperature

8: 98 percent / hydrogen; 5M HCl / 5percent Pd/C / toluene / 12 h / 40 °C

9: 1.) N-chlorosuccinimide, dimethyl sulfide; 3.) triethylamine / 1.) toluene, 0 deg C, 20 min; 2.) toluene, -25 deg C, 2.7 h 3.) r.t., 15 min

With 1H-imidazole; hydrogenchloride; dmap; N-chloro-succinimide; dimethylsulfide; hydrogen; potassium triethylborohydride; magnesium sulfate; potassium carbonate; triethylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)89105-5

Reference yield:

: 90-96-0
bis(p-methoxyphenyl)methanone

: 126193-08-6
(3S,4S)-4-acetyl-3-<(R)-1-(t-butyldimethylsilyloxy)ethyl>-1-di-p-anisylmethyl-2-azetidinone

Guidance literature:: Multi-step reaction with 10 steps

1: 2.) formamide, MgCl₂ / 1.) 180-190 deg C, 4 h; 2.) 180-190 deg C, 2 h

2: 8.48 g / 1M HCl / methanol / 2 h / Heating

3: MgSO₄ / toluene / 1 h / 0 °C

4: imidazole / CH₂Cl₂ / 69 h / -35 °C

5: 1M potassium triethylborohydride / tetrahydrofuran / 1 h / -78 °C

6: 91 percent / diethyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 2 h / Ambient temperature

7: 5.1 mg / K₂CO₃ / methanol / 0.17 h / Ambient temperature

8: 95 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 24 h / Ambient temperature

9: 98 percent / hydrogen; 5M HCl / 5percent Pd/C / toluene / 12 h / 40 °C

10: 1.) N-chlorosuccinimide, dimethyl sulfide; 3.) triethylamine / 1.) toluene, 0 deg C, 20 min; 2.) toluene, -25 deg C, 2.7 h 3.) r.t., 15 min

With 1H-imidazole; hydrogenchloride; dmap; N-chloro-succinimide; dimethylsulfide; hydrogen; potassium triethylborohydride; magnesium sulfate; potassium carbonate; formamide; triethylamine; triphenylphosphine; magnesium chloride; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1016/S0040-4020(01)89105-5