(4R,5S)-3-((2S,3S,4R)-4-Benzyloxy-2-methyl-3-trimethylsilanylethynyl-pentadecanoyl)-4-methyl-5-phenyl-oxazolidin-2-one

Base Information

Chemical Name:(4R,5S)-3-((2S,3S,4R)-4-Benzyloxy-2-methyl-3-trimethylsilanylethynyl-pentadecanoyl)-4-methyl-5-phenyl-oxazolidin-2-one
CAS No.:405552-33-2
Molecular Formula:C₃₈H₅₅NO₄Si
Molecular Weight:617.945
Hs Code.:

Synonyms:(4R,5S)-3-((2S,3S,4R)-4-Benzyloxy-2-methyl-3-trimethylsilanylethynyl-pentadecanoyl)-4-methyl-5-phenyl-oxazolidin-2-one

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Chemical Property of (4R,5S)-3-((2S,3S,4R)-4-Benzyloxy-2-methyl-3-trimethylsilanylethynyl-pentadecanoyl)-4-methyl-5-phenyl-oxazolidin-2-one

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Technology Process of (4R,5S)-3-((2S,3S,4R)-4-Benzyloxy-2-methyl-3-trimethylsilanylethynyl-pentadecanoyl)-4-methyl-5-phenyl-oxazolidin-2-one

There total 6 articles about (4R,5S)-3-((2S,3S,4R)-4-Benzyloxy-2-methyl-3-trimethylsilanylethynyl-pentadecanoyl)-4-methyl-5-phenyl-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:

: 158930-33-7
(4R,5S)-(CHCH₃CHPhOCONCOB(n-Bu)2CHCH₃)

: 405552-31-0
((R)-4-Benzyloxy-3-methoxy-pentadec-1-ynyl)-trimethyl-silane

: 405552-33-2
(4R,5S)-3-((2S,3S,4R)-4-Benzyloxy-2-methyl-3-trimethylsilanylethynyl-pentadecanoyl)-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: ((R)-4-Benzyloxy-3-methoxy-pentadec-1-ynyl)-trimethyl-silane; With dicobalt octacarbonyl;

(4R,5S)-(CHCH₃CHPhOCONCOB(n-Bu)2CHCH₃); With di-n-butylboryl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 - 20 ℃; for 0.666667h;

With ammonium cerium(IV) nitrate; In acetone; at 20 ℃;
DOI:10.1139/cjc-79-11-1727

Reference yield:

: 100-39-0
benzyl bromide

: 405552-33-2
(4R,5S)-3-((2S,3S,4R)-4-Benzyloxy-2-methyl-3-trimethylsilanylethynyl-pentadecanoyl)-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 81 percent / Ag₂O / diethyl ether / 0 - 20 °C

2.1: 85 percent / BIBALH / CH₂Cl₂; toluene / 1 h / -78 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.2: 83 percent / tetrahydrofuran; hexane / 48 h / -78 - 20 °C

4.1: Co₂(CO)8

4.2: i-Pr₂NEt; Bu₂BOTf / CH₂Cl₂ / 0.67 h / -78 - 20 °C

4.3: 660 mg / CAN / acetone / 20 °C

With n-butyllithium; dicobalt octacarbonyl; diisobutylaluminium hydride; silver(l) oxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1139/cjc-79-11-1727

Reference yield:

: 96883-10-2
methyl (R)-2-hydroxytridecanoate

: 405552-33-2
(4R,5S)-3-((2S,3S,4R)-4-Benzyloxy-2-methyl-3-trimethylsilanylethynyl-pentadecanoyl)-4-methyl-5-phenyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 81 percent / Ag₂O / diethyl ether / 0 - 20 °C

2.1: 85 percent / BIBALH / CH₂Cl₂; toluene / 1 h / -78 °C

3.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.2: 83 percent / tetrahydrofuran; hexane / 48 h / -78 - 20 °C

4.1: Co₂(CO)8

4.2: i-Pr₂NEt; Bu₂BOTf / CH₂Cl₂ / 0.67 h / -78 - 20 °C

4.3: 660 mg / CAN / acetone / 20 °C

With n-butyllithium; dicobalt octacarbonyl; diisobutylaluminium hydride; silver(l) oxide; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; toluene;
DOI:10.1139/cjc-79-11-1727