(2R,4S,5S)-4-<(tert-butyldimethylsilyl)oxy>-6-cyclohexyl-2-phenyl-5-<(2',2',2'-trichloro-1',1'-dimethylethoxycarbonyl)amino>hexane

Base Information

Chemical Name:(2R,4S,5S)-4-<(tert-butyldimethylsilyl)oxy>-6-cyclohexyl-2-phenyl-5-<(2',2',2'-trichloro-1',1'-dimethylethoxycarbonyl)amino>hexane
CAS No.:147426-15-1
Molecular Formula:C₂₉H₄₈Cl₃NO₃Si
Molecular Weight:593.15
Hs Code.:

Synonyms:(2R,4S,5S)-4-<(tert-butyldimethylsilyl)oxy>-6-cyclohexyl-2-phenyl-5-<(2',2',2'-trichloro-1',1'-dimethylethoxycarbonyl)amino>hexane

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Chemical Property of (2R,4S,5S)-4-<(tert-butyldimethylsilyl)oxy>-6-cyclohexyl-2-phenyl-5-<(2',2',2'-trichloro-1',1'-dimethylethoxycarbonyl)amino>hexane

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Technology Process of (2R,4S,5S)-4-<(tert-butyldimethylsilyl)oxy>-6-cyclohexyl-2-phenyl-5-<(2',2',2'-trichloro-1',1'-dimethylethoxycarbonyl)amino>hexane

There total 8 articles about (2R,4S,5S)-4-<(tert-butyldimethylsilyl)oxy>-6-cyclohexyl-2-phenyl-5-<(2',2',2'-trichloro-1',1'-dimethylethoxycarbonyl)amino>hexane 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: 80.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 147426-14-0
(2R,4S,5S)-6-cyclohexyl-4-hydroxy-2-phenyl-5-<(2',2',2'-trichloro-1',1'-dimethylethoxycarbonyl)amino>hexane

: 147426-15-1
(2R,4S,5S)-4-<(tert-butyldimethylsilyl)oxy>-6-cyclohexyl-2-phenyl-5-<(2',2',2'-trichloro-1',1'-dimethylethoxycarbonyl)amino>hexane

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at -10 ℃; for 0.5h;
DOI:10.1021/jo00060a052

Reference yield:

: 7782-24-3
(S)-2-Phenylpropionic acid

: 147426-15-1
(2R,4S,5S)-4-<(tert-butyldimethylsilyl)oxy>-6-cyclohexyl-2-phenyl-5-<(2',2',2'-trichloro-1',1'-dimethylethoxycarbonyl)amino>hexane

Guidance literature:: Multi-step reaction with 7 steps

1: 95 percent / sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 90 deg C, 2 h, then room temp., overnight

2: pyridine / 1.) below 4 deg C, 0.5 h 2.) refrigerator, overnight

3: LiBr / acetone / 18 h / Heating

4: 1.) Mg, 1,2-dibromoethane / 1.) THF, 40 - 50 deg C, 30 min 2.) THF, room temp., 30 min

5: 4 M HCl / dioxane / 1 h / Ambient temperature

6: Et₃N / CH₂Cl₂ / 1.5 h

7: 80 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -10 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; magnesium; ethylene dibromide; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; lithium bromide; In 1,4-dioxane; dichloromethane; acetone; toluene;
DOI:10.1021/jo00060a052

Reference yield:

: 37778-99-7
(S)-2-phenyl-1-propanol

: 147426-15-1
(2R,4S,5S)-4-<(tert-butyldimethylsilyl)oxy>-6-cyclohexyl-2-phenyl-5-<(2',2',2'-trichloro-1',1'-dimethylethoxycarbonyl)amino>hexane

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / 1.) below 4 deg C, 0.5 h 2.) refrigerator, overnight

2: LiBr / acetone / 18 h / Heating

3: 1.) Mg, 1,2-dibromoethane / 1.) THF, 40 - 50 deg C, 30 min 2.) THF, room temp., 30 min

4: 4 M HCl / dioxane / 1 h / Ambient temperature

5: Et₃N / CH₂Cl₂ / 1.5 h

6: 80 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / -10 °C

With pyridine; 2,6-dimethylpyridine; hydrogenchloride; magnesium; ethylene dibromide; triethylamine; lithium bromide; In 1,4-dioxane; dichloromethane; acetone;
DOI:10.1021/jo00060a052