(2S,3S,4R,15R,16R)-1,3,15-Tris-tert-butyldimethylsilyloxy-16-methyl-2-p-tolylsulfonylaminooctadecan-4-ol

Base Information

Chemical Name:(2S,3S,4R,15R,16R)-1,3,15-Tris-tert-butyldimethylsilyloxy-16-methyl-2-p-tolylsulfonylaminooctadecan-4-ol
CAS No.:187100-60-3
Molecular Formula:C₄₄H₈₉NO₆SSi₃
Molecular Weight:844.516
Hs Code.:

Synonyms:(2S,3S,4R,15R,16R)-1,3,15-Tris-tert-butyldimethylsilyloxy-16-methyl-2-p-tolylsulfonylaminooctadecan-4-ol

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Chemical Property of (2S,3S,4R,15R,16R)-1,3,15-Tris-tert-butyldimethylsilyloxy-16-methyl-2-p-tolylsulfonylaminooctadecan-4-ol

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Technology Process of (2S,3S,4R,15R,16R)-1,3,15-Tris-tert-butyldimethylsilyloxy-16-methyl-2-p-tolylsulfonylaminooctadecan-4-ol

There total 12 articles about (2S,3S,4R,15R,16R)-1,3,15-Tris-tert-butyldimethylsilyloxy-16-methyl-2-p-tolylsulfonylaminooctadecan-4-ol 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: 82.0%

: 187100-59-0
(2S,3S,4R,5S,15R,16R)-1,3,15-Tris-tert-butyldimethylsilyloxy-4,5-epoxy-16-methyl-2-p-tolylsulfonylaminooctadecane

: 187100-60-3
(2S,3S,4R,15R,16R)-1,3,15-Tris-tert-butyldimethylsilyloxy-16-methyl-2-p-tolylsulfonylaminooctadecan-4-ol

Guidance literature:: With diisobutylaluminium hydride; In toluene;

Reference yield:

: 187100-52-3
(12R,13R)-13-Methylpentadec-1-yn-12-ol

: 187100-60-3
(2S,3S,4R,15R,16R)-1,3,15-Tris-tert-butyldimethylsilyloxy-16-methyl-2-p-tolylsulfonylaminooctadecan-4-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / imidazole / dimethylformamide / Ambient temperature

2: 83 percent / BuLi / tetrahydrofuran; hexane

3: Li, EtNH₂ / tetrahydrofuran

4: 83 percent / 2,6-dimethylpyridine / CH₂Cl₂ / Ambient temperature

5: 86 percent / pyridine / Ambient temperature

6: 42 percent / 80percent m-CPBA, NaHCO₃ / hexane / Ambient temperature

7: 82 percent / DIBAL / toluene

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; n-butyllithium; lithium; diisobutylaluminium hydride; sodium hydrogencarbonate; ethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 187100-54-5
tert-Butyl (4S)-4-<(1'R,13'R,14'R)-13'-tert-butyldimethylsilyloxy-1'-hydroxy-14'-methylhexadec-2'-ynyl>-2,2-dimethyloxazolidine-3-carboxylate

: 187100-60-3
(2S,3S,4R,15R,16R)-1,3,15-Tris-tert-butyldimethylsilyloxy-16-methyl-2-p-tolylsulfonylaminooctadecan-4-ol

Guidance literature:: Multi-step reaction with 5 steps

1: Li, EtNH₂ / tetrahydrofuran

2: 83 percent / 2,6-dimethylpyridine / CH₂Cl₂ / Ambient temperature

3: 86 percent / pyridine / Ambient temperature

4: 42 percent / 80percent m-CPBA, NaHCO₃ / hexane / Ambient temperature

5: 82 percent / DIBAL / toluene

With pyridine; 2,6-dimethylpyridine; lithium; diisobutylaluminium hydride; sodium hydrogencarbonate; ethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; hexane; dichloromethane; toluene;