<11(2S)>-N-<4-<(tert-butoxycarbonyl)amino>butyl>-N-<3-<(tert-butyldimethylsilyl)oxy>propyl>-11-<2-piperidyl>-9-undecenamide

Base Information

Chemical Name:<11(2S)>-N-<4-<(tert-butoxycarbonyl)amino>butyl>-N-<3-<(tert-butyldimethylsilyl)oxy>propyl>-11-<2-piperidyl>-9-undecenamide
CAS No.:164365-93-9
Molecular Formula:C₄₂H₇₃N₃O₆Si
Molecular Weight:744.144
Hs Code.:

<11(2S)>-N-<4-<(tert-butoxycarbonyl)amino>butyl>-N-<3-<(tert-butyldimethylsilyl)oxy>propyl>-11-<2-<N-(benzyloxy)carbonyl>piperidyl>-9-undecenamide

Synonyms:<11(2S)>-N-<4-<(tert-butoxycarbonyl)amino>butyl>-N-<3-<(tert-butyldimethylsilyl)oxy>propyl>-11-<2-piperidyl>-9-undecenamide

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Chemical Property of <11(2S)>-N-<4-<(tert-butoxycarbonyl)amino>butyl>-N-<3-<(tert-butyldimethylsilyl)oxy>propyl>-11-<2-piperidyl>-9-undecenamide

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Technology Process of <11(2S)>-N-<4-<(tert-butoxycarbonyl)amino>butyl>-N-<3-<(tert-butyldimethylsilyl)oxy>propyl>-11-<2-piperidyl>-9-undecenamide

There total 13 articles about <11(2S)>-N-<4-<(tert-butoxycarbonyl)amino>butyl>-N-<3-<(tert-butyldimethylsilyl)oxy>propyl>-11-<2-piperidyl>-9-undecenamide 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: 95.0%

: 164365-92-8
N-<4-<(tert-butoxycarbonyl)amino>butyl>-N-<3-<(tert-butyldimethylsilyl)oxy>propyl>amine

: 164365-87-1
<11(2S)>-11-<2-piperidyl>>-9-undecenoic acid

: 164365-93-9
<11(2S)>-N-<4-<(tert-butoxycarbonyl)amino>butyl>-N-<3-<(tert-butyldimethylsilyl)oxy>propyl>-11-<2-piperidyl>-9-undecenamide

Guidance literature:: With diethyl cyanophosphonate; triethylamine; In N,N-dimethyl-formamide; for 14h; Ambient temperature;
DOI:10.1039/c39950001015 DOI:10.1021/jo9518258

Reference yield:

: 34418-91-2
2,3,4,5-tetrahydropyridine N-oxide

: 164365-93-9
<11(2S)>-N-<4-<(tert-butoxycarbonyl)amino>butyl>-N-<3-<(tert-butyldimethylsilyl)oxy>propyl>-11-<2-piperidyl>-9-undecenamide

Guidance literature:: Multi-step reaction with 8 steps

1: 69 percent / toluene / 14 h / Heating

2: 86 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1.5 h / 45 °C

3: 91 percent / H₂, PdCl₂ / methanol / 37 h / 4940 Torr

4: 85 percent / Na₂CO₃ / CH₂Cl₂; H₂O / 14 h / Ambient temperature

5: 84 percent / HIO₄ / tetrahydrofuran; H₂O / 2 h / 0 °C

6: 56 percent / potassium tert-butoxide / tetrahydrofuran / 0.33 h / 0 °C

7: 96 percent / aq. KOH / methanol / 5 h / Ambient temperature

8: 95 percent / (EtO)2P(O)CN, Et₃N / dimethylformamide / 14 h / Ambient temperature

With potassium hydroxide; diethyl cyanophosphonate; potassium tert-butylate; tetrabutyl ammonium fluoride; hydrogen; sodium carbonate; periodic acid; triethylamine; palladium dichloride; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo9518258

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 164365-93-9
<11(2S)>-N-<4-<(tert-butoxycarbonyl)amino>butyl>-N-<3-<(tert-butyldimethylsilyl)oxy>propyl>-11-<2-piperidyl>-9-undecenamide

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / imidazole / dimethylformamide / 14 h / Ambient temperature

2: 95 percent / H₂, Pd(OH)2 / methanol / 0.5 h

3: 95 percent / (EtO)2P(O)CN, Et₃N / dimethylformamide / 14 h / Ambient temperature

With 1H-imidazole; palladium dihydroxide; diethyl cyanophosphonate; hydrogen; triethylamine; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jo9518258