Toluene-4-sulfonic acid (S)-1-{(2S,3S)-1-[bis-(4-methoxy-phenyl)-methyl]-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-ethyl ester

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Chemical Name:Toluene-4-sulfonic acid (S)-1-{(2S,3S)-1-[bis-(4-methoxy-phenyl)-methyl]-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-ethyl ester
CAS No.:112256-75-4
Molecular Formula:C₃₅H₄₇NO₇SSi
Molecular Weight:653.912
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (S)-1-{(2S,3S)-1-[bis-(4-methoxy-phenyl)-methyl]-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-ethyl ester

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Chemical Property of Toluene-4-sulfonic acid (S)-1-{(2S,3S)-1-[bis-(4-methoxy-phenyl)-methyl]-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-ethyl ester

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Technology Process of Toluene-4-sulfonic acid (S)-1-{(2S,3S)-1-[bis-(4-methoxy-phenyl)-methyl]-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-ethyl ester

There total 12 articles about Toluene-4-sulfonic acid (S)-1-{(2S,3S)-1-[bis-(4-methoxy-phenyl)-methyl]-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-ethyl 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: 82.0%

: 112256-76-5
(3S,4S)-3-<(R)-1-(t-butyldimethylsilyloxy)ethyl>-1-di-p-anisylmethyl-4-<(S)-1-hydroxyethyl>-2-azetidinone

: 98-59-9
p-toluenesulfonyl chloride

: 112256-75-4
(3S,4S)-3-<(R)-1-(t-butyldimethylsilyloxy)ethyl>-1-di-p-anisylmethyl-4-<(S)-1-(p-toluenesulfonyloxy)ethyl>-2-azetidinone

Guidance literature:: In pyridine; at 0 ℃; for 12h;
DOI:10.1016/S0040-4020(01)89105-5

Reference yield: 82.0%

: 112256-76-5
(3S,4S)-3-<(R)-1-(t-butyldimethylsilyloxy)ethyl>-1-di-p-anisylmethyl-4-<(S)-1-hydroxyethyl>-2-azetidinone

: 98-59-9
p-toluenesulfonyl chloride

: 112256-75-4
Toluene-4-sulfonic acid (S)-1-{(2S,3S)-1-[bis-(4-methoxy-phenyl)-methyl]-3-[(R)-1-(tert-butyl-dimethyl-silanyloxy)-ethyl]-4-oxo-azetidin-2-yl}-ethyl ester

Guidance literature:: In pyridine; at 0 ℃;
DOI:10.1246/cl.1987.445

Reference yield:

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

: 112256-75-4
(3S,4S)-3-<(R)-1-(t-butyldimethylsilyloxy)ethyl>-1-di-p-anisylmethyl-4-<(S)-1-(p-toluenesulfonyloxy)ethyl>-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: 82 percent / pyridine / 12 h / 0 °C

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