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

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Chemical Name:(S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionylamino]-4-methyl-pentanoic acid benzyl ester
CAS No.:320748-82-1
Molecular Formula:C₃₇H₆₁NO₅Si₂
Molecular Weight:656.066
Hs Code.:

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

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

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

There total 8 articles about (S)-2-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionylamino]-4-methyl-pentanoic acid 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: 73.0%

: 2462-35-3
L-leucine benzyl ester hydrochloride

: 320748-81-0
2-(R)-(tert-butyldimethylsilanoxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionic acid

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

Guidance literature:: 2-(R)-(tert-butyldimethylsilanoxy)-3-(4-triisopropylsilanyloxy-phenyl)-propionic acid; With diethylphosphoryl cyanide; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -30 - -20 ℃;

L-leucine benzyl ester hydrochloride; In dichloromethane; for 2h; Further stages.;
DOI:10.1021/ol006759x

Reference yield:

: 106-41-2
4-bromo-phenol

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

Guidance literature:: Multi-step reaction with 7 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

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; dichloromethane; water; ethyl acetate; tert-butyl alcohol; pentane; 5.1: Dess-Martin oxidation;
DOI:10.1021/ol006759x

Reference yield:

: 13154-24-0
triisopropylsilyl chloride

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

Guidance literature:: Multi-step reaction with 7 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

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; dichloromethane; water; ethyl acetate; tert-butyl alcohol; pentane; 5.1: Dess-Martin oxidation;
DOI:10.1021/ol006759x