(2S)-1-[3-[[(1S)-1-(benzoylamino)-2-phenylethyl]diphenylsilyl]-2-methyl-1-oxopropyl]-L-proline 1,1-dimethylethyl ester

Base Information

Chemical Name:(2S)-1-[3-[[(1S)-1-(benzoylamino)-2-phenylethyl]diphenylsilyl]-2-methyl-1-oxopropyl]-L-proline 1,1-dimethylethyl ester
CAS No.:727726-49-0
Molecular Formula:C₄₀H₄₆N₂O₄Si
Molecular Weight:646.902
Hs Code.:

Synonyms:(2S)-1-[3-[[(1S)-1-(benzoylamino)-2-phenylethyl]diphenylsilyl]-2-methyl-1-oxopropyl]-L-proline 1,1-dimethylethyl ester

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Chemical Property of (2S)-1-[3-[[(1S)-1-(benzoylamino)-2-phenylethyl]diphenylsilyl]-2-methyl-1-oxopropyl]-L-proline 1,1-dimethylethyl ester

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Technology Process of (2S)-1-[3-[[(1S)-1-(benzoylamino)-2-phenylethyl]diphenylsilyl]-2-methyl-1-oxopropyl]-L-proline 1,1-dimethylethyl ester

There total 19 articles about (2S)-1-[3-[[(1S)-1-(benzoylamino)-2-phenylethyl]diphenylsilyl]-2-methyl-1-oxopropyl]-L-proline 1,1-dimethylethyl 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%

: 2812-46-6
proline tert-butyl ester

: 727726-53-6
(2S)-3-[[(1S)-1-(benzoylamino)-2-phenylethyl]diphenylsilyl]-2-methylpropanoic acid

: 727726-49-0
(2S)-1-[3-[[(1S)-1-(benzoylamino)-2-phenylethyl]diphenylsilyl]-2-methyl-1-oxopropyl]-L-proline 1,1-dimethylethyl ester

Guidance literature:: With diethyl cyanophosphonate; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1021/jo048121v

Reference yield: 41.0%

: 5497-76-7,184719-80-0,256478-96-3
L-proline tert-butyl ester hydrochloride

: 3-(((S)-1-benzamido-2-phenylethyl)diphenylsilyl)-2-methylpropanoic acid

: 727726-51-4
(2R)-1-[3-[[(1S)-1-(benzoylamino)-2-phenylethyl]diphenylsilyl]-2-methyl-1-oxopropyl]-L-proline 1,1-dimethylethyl ester

: 727726-49-0
(2S)-1-[3-[[(1S)-1-(benzoylamino)-2-phenylethyl]diphenylsilyl]-2-methyl-1-oxopropyl]-L-proline 1,1-dimethylethyl ester

Guidance literature:: With diethyl cyanophosphonate; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

Reference yield:

: 312-40-3
difluorodiphenylsilane

: 727726-49-0
(2S)-1-[3-[[(1S)-1-(benzoylamino)-2-phenylethyl]diphenylsilyl]-2-methyl-1-oxopropyl]-L-proline 1,1-dimethylethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1.25 h / 0 °C

1.2: 83 percent / tetrahydrofuran; hexane / -78 - 20 °C

2.1: tert-butyllithium / pentane; diethyl ether / 0.83 h / -78 - 20 °C

2.2: 65 percent / diethyl ether; pentane / -78 - 20 °C

3.1: 73 percent / HgCl₂; water / acetonitrile / 1.25 h / 20 °C

4.1: 100 percent / LiAlH₄ / diethyl ether / 3 h / 0 - 20 °C

5.1: 63 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 24 h / 20 °C

6.1: hydrazine / ethanol / 6 h / Heating

7.1: NaHCO₃ / diethyl ether; H₂O / 1.5 h

8.1: boron tribromide / CH₂Cl₂ / 5 h / -78 - 20 °C

9.1: N-methylmorpholine N-oxide / TPAP / CH₂Cl₂ / 2.5 h / 20 °C

10.1: sodium chlorite; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 4 h / 20 °C

11.1: 73 percent / diethyl cyanophosphonate; triethylamine / dimethylformamide / 0 - 20 °C

With sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; n-butyllithium; 2-methyl-but-2-ene; diethyl cyanophosphonate; water; tert.-butyl lithium; boron tribromide; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; triethylamine; triphenylphosphine; mercury dichloride; hydrazine; diethylazodicarboxylate; tetrapropylammonium perruthennate; In tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; pentane; 10.1: Pinnick oxidation;
DOI:10.1021/jo048121v