(S)-4-Benzyl-3-{(2S,3R)-4-[(S)-6-((Z)-(2S,4R,6S,9R)-6-hydroxy-4-methoxy-2-methoxymethoxy-1,1,7-trimethyl-9-triisopropylsilanyloxymethyl-undec-7-enyl)-4-oxo-3,4-dihydro-2H-pyran-2-yl]-3-methoxy-2-methoxymethoxy-butyryl}-oxazolidin-2-one

Base Information

Chemical Name:(S)-4-Benzyl-3-{(2S,3R)-4-[(S)-6-((Z)-(2S,4R,6S,9R)-6-hydroxy-4-methoxy-2-methoxymethoxy-1,1,7-trimethyl-9-triisopropylsilanyloxymethyl-undec-7-enyl)-4-oxo-3,4-dihydro-2H-pyran-2-yl]-3-methoxy-2-methoxymethoxy-butyryl}-oxazolidin-2-one
CAS No.:851102-19-7
Molecular Formula:C₄₉H₈₁NO₁₃Si
Molecular Weight:920.267
Hs Code.:

(S)-4-Benzyl-3-{(2S,3R)-4-[(S)-6-((Z)-(2S,4R,6S,9R)-6-hydroxy-4-methoxy-2-methoxymethoxy-1,1,7-trimethyl-9-triisopropylsilanyloxymethyl-undec-7-enyl)-4-oxo-3,4-dihydro-2H-pyran-2-yl]-3-methoxy-2-methoxymethoxy-butyryl}-oxazolidin-2-one

Synonyms:(S)-4-Benzyl-3-{(2S,3R)-4-[(S)-6-((Z)-(2S,4R,6S,9R)-6-hydroxy-4-methoxy-2-methoxymethoxy-1,1,7-trimethyl-9-triisopropylsilanyloxymethyl-undec-7-enyl)-4-oxo-3,4-dihydro-2H-pyran-2-yl]-3-methoxy-2-methoxymethoxy-butyryl}-oxazolidin-2-one

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Chemical Property of (S)-4-Benzyl-3-{(2S,3R)-4-[(S)-6-((Z)-(2S,4R,6S,9R)-6-hydroxy-4-methoxy-2-methoxymethoxy-1,1,7-trimethyl-9-triisopropylsilanyloxymethyl-undec-7-enyl)-4-oxo-3,4-dihydro-2H-pyran-2-yl]-3-methoxy-2-methoxymethoxy-butyryl}-oxazolidin-2-one

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Technology Process of (S)-4-Benzyl-3-{(2S,3R)-4-[(S)-6-((Z)-(2S,4R,6S,9R)-6-hydroxy-4-methoxy-2-methoxymethoxy-1,1,7-trimethyl-9-triisopropylsilanyloxymethyl-undec-7-enyl)-4-oxo-3,4-dihydro-2H-pyran-2-yl]-3-methoxy-2-methoxymethoxy-butyryl}-oxazolidin-2-one

There total 10 articles about (S)-4-Benzyl-3-{(2S,3R)-4-[(S)-6-((Z)-(2S,4R,6S,9R)-6-hydroxy-4-methoxy-2-methoxymethoxy-1,1,7-trimethyl-9-triisopropylsilanyloxymethyl-undec-7-enyl)-4-oxo-3,4-dihydro-2H-pyran-2-yl]-3-methoxy-2-methoxymethoxy-butyryl}-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:

: (S)-4-Benzyl-3-{(2S,3R)-4-[(S)-6-((Z)-(2S,4R,6S,9R)-6-hydroxy-9-hydroxymethyl-4-methoxy-2-methoxymethoxy-1,1,7-trimethyl-undec-7-enyl)-4-oxo-3,4-dihydro-2H-pyran-2-yl]-3-methoxy-2-methoxymethoxy-butyryl}-oxazolidin-2-one

: 13154-24-0
triisopropylsilyl chloride

: 851102-19-7
(S)-4-Benzyl-3-{(2S,3R)-4-[(S)-6-((Z)-(2S,4R,6S,9R)-6-hydroxy-4-methoxy-2-methoxymethoxy-1,1,7-trimethyl-9-triisopropylsilanyloxymethyl-undec-7-enyl)-4-oxo-3,4-dihydro-2H-pyran-2-yl]-3-methoxy-2-methoxymethoxy-butyryl}-oxazolidin-2-one

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 20 ℃; for 10h;
DOI:10.1021/ol050070g

Reference yield:

: 851102-17-5
(S)-4-Benzyl-3-((2S,3R,5R)-2-hydroxy-3-methoxy-5-triethylsilanyloxy-oct-7-enoyl)-oxazolidin-2-one

: 851102-19-7
(S)-4-Benzyl-3-{(2S,3R)-4-[(S)-6-((Z)-(2S,4R,6S,9R)-6-hydroxy-4-methoxy-2-methoxymethoxy-1,1,7-trimethyl-9-triisopropylsilanyloxymethyl-undec-7-enyl)-4-oxo-3,4-dihydro-2H-pyran-2-yl]-3-methoxy-2-methoxymethoxy-butyryl}-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: 62 mg / DIPEA / CH₂Cl₂ / 15 h / 20 °C

2.1: pyridine; O₃ / CH₂Cl₂ / -78 °C

2.2: PPh₃ / CH₂Cl₂ / 4 h / 20 °C

3.1: iPr₂NH; nBuLi / hexane; tetrahydrofuran / 1 h / -78 °C

3.2: tetrahydrofuran; hexane / 0.02 h / -78 °C

4.1: 141 mg / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 4 h / 0 °C

5.1: 62 percent / p-TsOH / toluene / 2.5 h / 45 °C

6.1: HF*pyridine / acetonitrile; H₂O / 15 h / 20 °C

7.1: 34 mg / imidazole; DMAP / CH₂Cl₂ / 10 h / 20 °C

With pyridine; 1H-imidazole; dmap; n-butyllithium; Dess-Martin periodane; toluene-4-sulfonic acid; pyridine hydrogenfluoride; ozone; diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; water; toluene; acetonitrile; 4.1: Dess-Martin oxidation;
DOI:10.1021/ol050070g

Reference yield:

: 851102-09-5
(3S,5R,6S)-7-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-5-methoxy-6-methoxymethoxy-7-oxo-3-triethylsilanyloxy-heptanal

: 851102-19-7
(S)-4-Benzyl-3-{(2S,3R)-4-[(S)-6-((Z)-(2S,4R,6S,9R)-6-hydroxy-4-methoxy-2-methoxymethoxy-1,1,7-trimethyl-9-triisopropylsilanyloxymethyl-undec-7-enyl)-4-oxo-3,4-dihydro-2H-pyran-2-yl]-3-methoxy-2-methoxymethoxy-butyryl}-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: iPr₂NH; nBuLi / hexane; tetrahydrofuran / 1 h / -78 °C

1.2: tetrahydrofuran; hexane / 0.02 h / -78 °C

2.1: 141 mg / Dess-Martin periodinane; pyridine / CH₂Cl₂ / 4 h / 0 °C

3.1: 62 percent / p-TsOH / toluene / 2.5 h / 45 °C

4.1: HF*pyridine / acetonitrile; H₂O / 15 h / 20 °C

5.1: 34 mg / imidazole; DMAP / CH₂Cl₂ / 10 h / 20 °C

With pyridine; 1H-imidazole; dmap; n-butyllithium; Dess-Martin periodane; toluene-4-sulfonic acid; pyridine hydrogenfluoride; diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; water; toluene; acetonitrile; 2.1: Dess-Martin oxidation;
DOI:10.1021/ol050070g