(S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-2-methyl-3-triethylsilanyloxy-pentanoyl]-oxazolidin-2-one

Base Information

Chemical Name:(S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-2-methyl-3-triethylsilanyloxy-pentanoyl]-oxazolidin-2-one
CAS No.:859845-14-0
Molecular Formula:C₃₈H₅₃NO₅Si₂
Molecular Weight:660.014
Hs Code.:

Synonyms:(S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-2-methyl-3-triethylsilanyloxy-pentanoyl]-oxazolidin-2-one

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Chemical Property of (S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-2-methyl-3-triethylsilanyloxy-pentanoyl]-oxazolidin-2-one

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Technology Process of (S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-2-methyl-3-triethylsilanyloxy-pentanoyl]-oxazolidin-2-one

There total 1 articles about (S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-2-methyl-3-triethylsilanyloxy-pentanoyl]-oxazolidin-2-one 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: 95.0%

: 994-30-9
triethylsilyl chloride

: 380909-82-0
(S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-3-hydroxy-2-methyl-pentanoyl]-oxazolidin-2-one

: 859845-14-0
(S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-2-methyl-3-triethylsilanyloxy-pentanoyl]-oxazolidin-2-one

Guidance literature:: With 1H-imidazole; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1021/ol051119l

Reference yield: 98.0%

: 859845-14-0
(S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-2-methyl-3-triethylsilanyloxy-pentanoyl]-oxazolidin-2-one

: 859845-15-1
(2R,3R)-5-(tert-Butyl-diphenyl-silanyloxy)-2-methyl-3-triethylsilanyloxy-pentan-1-ol

Guidance literature:: With lithium borohydride; In tetrahydrofuran; diethyl ether; water; at 0 - 20 ℃;
DOI:10.1021/ol051119l

Reference yield:

: 859845-14-0
(S)-4-Benzyl-3-[(2S,3R)-5-(tert-butyl-diphenyl-silanyloxy)-2-methyl-3-triethylsilanyloxy-pentanoyl]-oxazolidin-2-one

: 859845-17-3
(2R,3R,4S,6R)-6-((1R,2S)-1,2-Bis-benzyloxy-but-3-ynyl)-2-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-3-methyl-tetrahydro-pyran-4-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: 98 percent / LiBH₄ / diethyl ether; H₂O; tetrahydrofuran / 0 - 20 °C

2.1: 98 percent / Huenigs' base; SO₃*Py / CH₂Cl₂; dimethylsulfoxide / 20 °C

3.1: dicyclohexylboron chloride; Et₃N / diethyl ether; hexane / 1.5 h / 0 °C

3.2: 27 percent / diethyl ether; hexane / -78 - -45 °C

4.1: 92 percent / PPh₃*HBr / methanol; tetrahydrofuran / 7 h / 0 °C

5.1: 95 percent / SO₃*Py; Et₃N / CH₂Cl₂; dimethylsulfoxide / 20 °C

6.1: 94 percent / L-selectride / tetrahydrofuran / -78 °C

7.1: 93 percent / Et₃SiH; TMSOTf / CH₂Cl₂ / -78 °C

With triethylsilane; lithium borohydride; pyridine-SO₃ complex; trimethylsilyl trifluoromethanesulfonate; dicyclohexylboron chloride; triphenylphosphine hydrobromide; L-Selectride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1021/ol051119l