[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenyl)-propyl]-[(S)-3-hydroxy-1-(4-methoxy-phenyl)-propyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenyl)-propyl]-[(S)-3-hydroxy-1-(4-methoxy-phenyl)-propyl]-carbamic acid tert-butyl ester
CAS No.:159848-84-7
Molecular Formula:C₃₁H₄₉NO₆Si
Molecular Weight:559.819
Hs Code.:

[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenyl)-propyl]-[(S)-3-hydroxy-1-(4-methoxy-phenyl)-propyl]-carbamic acid tert-butyl ester

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Chemical Property of [(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenyl)-propyl]-[(S)-3-hydroxy-1-(4-methoxy-phenyl)-propyl]-carbamic acid tert-butyl ester

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Technology Process of [(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenyl)-propyl]-[(S)-3-hydroxy-1-(4-methoxy-phenyl)-propyl]-carbamic acid tert-butyl ester

There total 17 articles about [(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenyl)-propyl]-[(S)-3-hydroxy-1-(4-methoxy-phenyl)-propyl]-carbamic acid tert-butyl 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:

: 24393-56-4
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

: 159848-84-7
[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenyl)-propyl]-[(S)-3-hydroxy-1-(4-methoxy-phenyl)-propyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 92 percent / AD-mix-β, CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 4 deg C, 11 h then rt., 4 h

2: 73 percent / pyridine / 18 h / 4 °C

3: 87 percent / LiCl / dimethylformamide / 14 h / 85 °C

4: 91 percent / HCO₂NH₄ / 5percent Pd-C / methanol / 2 h / 0 °C

5: 99.6 percent / imidazole / dimethylformamide / 14 h / Ambient temperature

6: 95 percent / 1.5M DIBAL / CH₂Cl₂; toluene / 0.25 h / -78 °C

7: 74 percent / 1M NaBH₃CN / methanol; acetic acid; tetrahydrofuran / 10 h / 0 - 10 °C

8: 99.6 percent / Et₃N / dioxane / 14 h / 50 °C

9: 245 mg / 2M LiBH₄ / tetrahydrofuran; diethyl ether / 15 h / Ambient temperature

With pyridine; 1H-imidazole; lithium borohydride; methanesulfonamide; AD-mix-β; ammonium formate; diisobutylaluminium hydride; sodium cyanoborohydride; triethylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;
DOI:10.1016/S0040-4020(01)85520-4

Reference yield:

: ethyl (2RS,3R)-2-chloro-3-hydroxy-3-(4-methoxyphenyl)propionate

: 159848-84-7
[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenyl)-propyl]-[(S)-3-hydroxy-1-(4-methoxy-phenyl)-propyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / HCO₂NH₄ / 5percent Pd-C / methanol / 2 h / 0 °C

2: 99.6 percent / imidazole / dimethylformamide / 14 h / Ambient temperature

3: 95 percent / 1.5M DIBAL / CH₂Cl₂; toluene / 0.25 h / -78 °C

4: 74 percent / 1M NaBH₃CN / methanol; acetic acid; tetrahydrofuran / 10 h / 0 - 10 °C

5: 99.6 percent / Et₃N / dioxane / 14 h / 50 °C

6: 245 mg / 2M LiBH₄ / tetrahydrofuran; diethyl ether / 15 h / Ambient temperature

With 1H-imidazole; lithium borohydride; ammonium formate; diisobutylaluminium hydride; sodium cyanoborohydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)85520-4

Reference yield:

: 159848-77-8
ethyl (2S,3R)-2,3-dihydroxy-3-(4-methoxyphenyl)propanoate

: 159848-84-7
[(S)-3-(tert-Butyl-dimethyl-silanyloxy)-3-(4-methoxy-phenyl)-propyl]-[(S)-3-hydroxy-1-(4-methoxy-phenyl)-propyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 73 percent / pyridine / 18 h / 4 °C

2: 87 percent / LiCl / dimethylformamide / 14 h / 85 °C

3: 91 percent / HCO₂NH₄ / 5percent Pd-C / methanol / 2 h / 0 °C

4: 99.6 percent / imidazole / dimethylformamide / 14 h / Ambient temperature

5: 95 percent / 1.5M DIBAL / CH₂Cl₂; toluene / 0.25 h / -78 °C

6: 74 percent / 1M NaBH₃CN / methanol; acetic acid; tetrahydrofuran / 10 h / 0 - 10 °C

7: 99.6 percent / Et₃N / dioxane / 14 h / 50 °C

8: 245 mg / 2M LiBH₄ / tetrahydrofuran; diethyl ether / 15 h / Ambient temperature

With pyridine; 1H-imidazole; lithium borohydride; ammonium formate; diisobutylaluminium hydride; sodium cyanoborohydride; triethylamine; lithium chloride; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; acetic acid; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)85520-4