(2R,3R,5S,6S)-((1R,2S)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl) 6-(4-methoxybenzyloxy)-2,5-dimethyl-3-(triethylsilyloxy)heptanoate

Base Information

Chemical Name:(2R,3R,5S,6S)-((1R,2S)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl) 6-(4-methoxybenzyloxy)-2,5-dimethyl-3-(triethylsilyloxy)heptanoate
CAS No.:1192350-64-3
Molecular Formula:C₄₈H₆₇NO₇SSi
Molecular Weight:830.214
Hs Code.:

(2R,3R,5S,6S)-((1R,2S)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl) 6-(4-methoxybenzyloxy)-2,5-dimethyl-3-(triethylsilyloxy)heptanoate

Synonyms:(2R,3R,5S,6S)-((1R,2S)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl) 6-(4-methoxybenzyloxy)-2,5-dimethyl-3-(triethylsilyloxy)heptanoate

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Chemical Property of (2R,3R,5S,6S)-((1R,2S)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl) 6-(4-methoxybenzyloxy)-2,5-dimethyl-3-(triethylsilyloxy)heptanoate

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Technology Process of (2R,3R,5S,6S)-((1R,2S)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl) 6-(4-methoxybenzyloxy)-2,5-dimethyl-3-(triethylsilyloxy)heptanoate

There total 5 articles about (2R,3R,5S,6S)-((1R,2S)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl) 6-(4-methoxybenzyloxy)-2,5-dimethyl-3-(triethylsilyloxy)heptanoate 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: 87.0%

: 1192350-63-2
(2R,3R,5S,6S)-((1R,2S)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl) 3-hydroxy-6-(4-methoxybenzyloxy)-2,5-dimethylheptanoate

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 1192350-64-3
(2R,3R,5S,6S)-((1R,2S)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl) 6-(4-methoxybenzyloxy)-2,5-dimethyl-3-(triethylsilyloxy)heptanoate

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 23 ℃;
DOI:10.1021/ol902110a

Reference yield:

: C₁₆H₂₄O₅S

: 1192350-64-3
(2R,3R,5S,6S)-((1R,2S)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl) 6-(4-methoxybenzyloxy)-2,5-dimethyl-3-(triethylsilyloxy)heptanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 3 h / 0 - 23 °C

2.1: ozone / dichloromethane / -78 °C

2.2: -78 - 20 °C

3.1: triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane / dichloromethane / 3 h / -78 °C

3.2: 3 h / -78 - 20 °C

3.3: 20 °C

4.1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C

With 2,6-dimethylpyridine; lithium aluminium tetrahydride; ozone; triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In tetrahydrofuran; diethyl ether; dichloromethane; 3.1: Aldol reaction / 3.2: Aldol reaction;
DOI:10.1016/j.tet.2011.07.066

Reference yield:

: 1192350-60-9
(S)-2-((R)-1-(4-methoxybenzyloxy)ethyl)pent-4-en-1-ol

: 1192350-64-3
(2R,3R,5S,6S)-((1R,2S)-2-(N-benzyl-2,4,6-trimethylphenylsulfonamido)-1-phenylpropyl) 6-(4-methoxybenzyloxy)-2,5-dimethyl-3-(triethylsilyloxy)heptanoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 3 h / 0 - 23 °C

3.1: ozone / dichloromethane / -78 °C

3.2: -78 - 20 °C

4.1: triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane / dichloromethane / 3 h / -78 °C

4.2: 3 h / -78 - 20 °C

4.3: 20 °C

5.1: 2,6-dimethylpyridine / dichloromethane / 0 - 20 °C

With 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; ozone; triethylamine; dicyclohexyl(((trifluoromethyl)sulfonyl)oxy)borane; In tetrahydrofuran; diethyl ether; dichloromethane; 4.1: Aldol reaction / 4.2: Aldol reaction;
DOI:10.1016/j.tet.2011.07.066