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

Base Information

Chemical Name:(2S,3S,4R,15R,16S)-1,3,15-Tris-tert-butyldimethylsilyloxy-16-methyl-2-p-tolylsulfonylaminooctadecan-4-yl mesylate
CAS No.:171017-07-5
Molecular Formula:C₄₅H₉₁NO₈S₂Si₃
Molecular Weight:922.608
Hs Code.:

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

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

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

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

: 764-93-2
1-decyne

: 171017-07-5
(2S,3S,4R,15R,16S)-1,3,15-Tris-tert-butyldimethylsilyloxy-16-methyl-2-p-tolylsulfonylaminooctadecan-4-yl mesylate

Guidance literature:: Multi-step reaction with 10 steps

1: 53 percent / BuLi, BF₃*Et₂O / hexane; tetrahydrofuran / 1.) -10 deg C, 30 min; -78 deg C, 10 min, 2.) -78 deg C to r.t., 1 h

2: 73 percent / Li, H₂N(CH₂)3NH₂, t-BuOK / 1.) 70 deg C, 2 h; r.t., 15 min, 2.) r.t., 2.5 h

3: 99 percent / imidazole / dimethylformamide / Ambient temperature

4: 94 percent / BuLi / tetrahydrofuran; hexane / 1.) -10 deg C, 30 min, 2.) -78 to -40 deg C, 1.5 h

5: Li, EtNH₂ / tetrahydrofuran

6: 84 percent / 2,6-dimethylpyridine / CH₂Cl₂ / 1 h / Ambient temperature

7: 95 percent / pyridine / 3 h / Ambient temperature

8: 39 percent / 80percent m-CPBA, NaHCO₃ / hexane / 32 h / Ambient temperature

9: 84 percent / DIBAL / toluene / 4 h

10: pyridine / 0 °C

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; n-butyllithium; boron trifluoride diethyl etherate; potassium tert-butylate; lithium; diisobutylaluminium hydride; sodium hydrogencarbonate; ethylamine; Trimethylenediamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 171017-06-4
(2S,3S,4R,5S,15R,16S)-1,3,15-Tris-tert-butyldimethylsilyloxy-4,5-epoxy-16-methyl-2-p-tolylsulfonylaminooctadecane

: 171017-07-5
(2S,3S,4R,15R,16S)-1,3,15-Tris-tert-butyldimethylsilyloxy-16-methyl-2-p-tolylsulfonylaminooctadecan-4-yl mesylate

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / DIBAL / toluene / 4 h

2: pyridine / 0 °C

With pyridine; diisobutylaluminium hydride; In toluene;

Reference yield:

: 171017-02-0
(12R,13S)-13-Methylpentadec-1-yn-12-ol

: 171017-07-5
(2S,3S,4R,15R,16S)-1,3,15-Tris-tert-butyldimethylsilyloxy-16-methyl-2-p-tolylsulfonylaminooctadecan-4-yl mesylate

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / imidazole / dimethylformamide / Ambient temperature

2: 94 percent / BuLi / tetrahydrofuran; hexane / 1.) -10 deg C, 30 min, 2.) -78 to -40 deg C, 1.5 h

3: Li, EtNH₂ / tetrahydrofuran

4: 84 percent / 2,6-dimethylpyridine / CH₂Cl₂ / 1 h / Ambient temperature

5: 95 percent / pyridine / 3 h / Ambient temperature

6: 39 percent / 80percent m-CPBA, NaHCO₃ / hexane / 32 h / Ambient temperature

7: 84 percent / DIBAL / toluene / 4 h

8: pyridine / 0 °C

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;