(6Z,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-6-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-8-methyloctahydroindolizine

Base Information

Chemical Name:(6Z,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-6-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-8-methyloctahydroindolizine
CAS No.:251976-89-3
Molecular Formula:C₃₅H₅₅NO₂Si₂
Molecular Weight:577.998
Hs Code.:

Synonyms:(6Z,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-6-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-8-methyloctahydroindolizine

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Chemical Property of (6Z,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-6-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-8-methyloctahydroindolizine

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Technology Process of (6Z,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-6-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-8-methyloctahydroindolizine

There total 12 articles about (6Z,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-6-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-8-methyloctahydroindolizine 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: 91.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 251976-88-2
(6Z,8S,8aS)-6-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-8-methyloctahydro-8-indolizinol

: 251976-89-3
(6Z,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-6-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-8-methyloctahydroindolizine

Guidance literature:: With 2,6-dimethylpyridine; dmap; In dichloromethane; at 0 ℃;
DOI:10.1021/ja991918x

Reference yield:

: 444929-05-9
(3Z,5S)-3-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-5-methyl-5-[(2S)-pyrrolidinyl]dihydro-2(3H)-furanone

: 251976-89-3
(6Z,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-6-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-8-methyloctahydroindolizine

Guidance literature:: Multi-step reaction with 3 steps

1.1: diisobutylaluminum hydride / toluene / 0.5 h / -30 °C

1.2: 71 percent / K₂CO₃ / toluene; H₂O / 1 h / 20 °C

2.1: 85 percent / triphenylphosphine; carbon tetrabromide / CH₂Cl₂ / 1 h / 20 °C

3.1: 91 percent / 4-(dimethylamino)pyridine; 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

With 2,6-dimethylpyridine; dmap; carbon tetrabromide; diisobutylaluminium hydride; triphenylphosphine; In dichloromethane; toluene;
DOI:10.1021/jo0200466

Reference yield:

: 251976-87-1
(3Z,5S)-3-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-4-[(2S)-pyrrolidinyl]-1,4-pentanediol

: 251976-89-3
(6Z,8S,8aS)-8-{[tert-butyl(dimethyl)silyl]oxy}-6-((2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropylidene)-8-methyloctahydroindolizine

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / triphenylphosphine; carbon tetrabromide / CH₂Cl₂ / 1 h / 20 °C

2: 91 percent / 4-(dimethylamino)pyridine; 2,6-lutidine / CH₂Cl₂ / 0.5 h / 0 °C

With 2,6-dimethylpyridine; dmap; carbon tetrabromide; triphenylphosphine; In dichloromethane;
DOI:10.1021/jo0200466