(S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionylamino]-4-methyl-pentanoic acid

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Chemical Name:(S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionylamino]-4-methyl-pentanoic acid
CAS No.:320748-83-2
Molecular Formula:C₃₀H₅₅NO₅Si₂
Molecular Weight:565.941
Hs Code.:

Synonyms:(S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionylamino]-4-methyl-pentanoic acid

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Chemical Property of (S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionylamino]-4-methyl-pentanoic acid

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Technology Process of (S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionylamino]-4-methyl-pentanoic acid

There total 9 articles about (S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionylamino]-4-methyl-pentanoic acid 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: 93.0%

: 320748-82-1
(S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionylamino]-4-methyl-pentanoic acid benzyl ester

: 320748-83-2
(S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionylamino]-4-methyl-pentanoic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; for 2h;
DOI:10.1021/ol006759x

Reference yield:

: 106-41-2
4-bromo-phenol

: 320748-83-2
(S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionylamino]-4-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: 88 percent / imidazole / tetrahydrofuran / 36 h / 20 °C

2.1: t-BuLi / tetrahydrofuran; pentane / 0.17 h / -78 °C

2.2: 83 percent / CuBr*SMe₂; BF₃*OEt₂ / tetrahydrofuran; pentane / -45 - -20 °C

3.1: imidazole / CH₂Cl₂ / 11 h / 20 °C

4.1: 289 mg / H₂ / Pd/C / ethyl acetate / 50 h / 2280.15 Torr

5.1: 84 percent / Dess-Martin periodinone / CH₂Cl₂ / 0.75 h / 0 °C

6.1: 93 percent / NaClO₂; NaH₂PO₄*H₂O; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h / 0 °C

7.1: diethyl cyanophospinate; iPr₂NEt / CH₂Cl₂ / -30 - -20 °C

7.2: 73 percent / CH₂Cl₂ / 2 h

8.1: 93 percent / H₂ / Pd/C / ethanol / 2 h

With 1H-imidazole; sodium chlorite; sodium dihydrogenphosphate; diethylphosphoryl cyanide; 2-methyl-but-2-ene; hydrogen; tert.-butyl lithium; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; tert-butyl alcohol; pentane; 5.1: Dess-Martin oxidation;
DOI:10.1021/ol006759x

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

: 320748-83-2
(S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionylamino]-4-methyl-pentanoic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: 88 percent / imidazole / tetrahydrofuran / 36 h / 20 °C

2.1: t-BuLi / tetrahydrofuran; pentane / 0.17 h / -78 °C

2.2: 83 percent / CuBr*SMe₂; BF₃*OEt₂ / tetrahydrofuran; pentane / -45 - -20 °C

3.1: imidazole / CH₂Cl₂ / 11 h / 20 °C

4.1: 289 mg / H₂ / Pd/C / ethyl acetate / 50 h / 2280.15 Torr

5.1: 84 percent / Dess-Martin periodinone / CH₂Cl₂ / 0.75 h / 0 °C

6.1: 93 percent / NaClO₂; NaH₂PO₄*H₂O; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 1 h / 0 °C

7.1: diethyl cyanophospinate; iPr₂NEt / CH₂Cl₂ / -30 - -20 °C

7.2: 73 percent / CH₂Cl₂ / 2 h

8.1: 93 percent / H₂ / Pd/C / ethanol / 2 h

With 1H-imidazole; sodium chlorite; sodium dihydrogenphosphate; diethylphosphoryl cyanide; 2-methyl-but-2-ene; hydrogen; tert.-butyl lithium; Dess-Martin periodane; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; ethyl acetate; tert-butyl alcohol; pentane; 5.1: Dess-Martin oxidation;
DOI:10.1021/ol006759x