3-(N-benzylindol-7-yl)-2(R),3(S)-epoxybutanal

Base Information

Chemical Name:3-(N-benzylindol-7-yl)-2(R),3(S)-epoxybutanal
CAS No.:617711-27-0
Molecular Formula:C₁₉H₁₇NO₂
Molecular Weight:291.349
Hs Code.:

Synonyms:3-(N-benzylindol-7-yl)-2(R),3(S)-epoxybutanal

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Chemical Property of 3-(N-benzylindol-7-yl)-2(R),3(S)-epoxybutanal

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Technology Process of 3-(N-benzylindol-7-yl)-2(R),3(S)-epoxybutanal

There total 6 articles about 3-(N-benzylindol-7-yl)-2(R),3(S)-epoxybutanal 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: 41.0%

: 617711-26-9
3-(N-benzylindol-7-yl)-2(S),3(S)-epoxybutanol

: 617711-27-0
3-(N-benzylindol-7-yl)-2(R),3(S)-epoxybutanal

Guidance literature:: With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine 4-oxide monohydrate; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4020(03)00822-6

Reference yield:

: 51417-51-7
7-bromo-1H-indole

: 617711-27-0
3-(N-benzylindol-7-yl)-2(R),3(S)-epoxybutanal

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / KOH / dimethylformamide / 20 °C

2: 30 percent / Et₃N; Bu₄NBr / PdCl₂[P(o-Tol)3]2 / dimethylformamide / 2 h / 90 °C

3: 89 percent / Dibal-H / toluene / 2.5 h / -40 - 5 °C

4: diethyl L-tartrate; 4 Angstroem molecular sieves; Ti(O-i-Pr)4 / t-BuOOH / CH₂Cl₂; toluene / 2.5 h / -20 °C

5: 41 percent / TPAP; 4-methylmorpholine N-oxide monohydrate; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

With titanium(IV) isopropylate; potassium hydroxide; tetrapropylammonium perruthennate; diethyl (2R,3R)-tartrate; 4 A molecular sieve; tetrabutylammomium bromide; diisobutylaluminium hydride; 4-methylmorpholine 4-oxide monohydrate; triethylamine; tert.-butylhydroperoxide; dichlorobis(tri-O-tolylphosphine)palladium; In dichloromethane; N,N-dimethyl-formamide; toluene; 2: Heck reaction / 4: Sharpless asymmetric epoxidation;
DOI:10.1016/S0040-4020(03)00822-6

Reference yield:

: 100-39-0
benzyl bromide

: 617711-27-0
3-(N-benzylindol-7-yl)-2(R),3(S)-epoxybutanal

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / KOH / dimethylformamide / 20 °C

2: 30 percent / Et₃N; Bu₄NBr / PdCl₂[P(o-Tol)3]2 / dimethylformamide / 2 h / 90 °C

3: 89 percent / Dibal-H / toluene / 2.5 h / -40 - 5 °C

4: diethyl L-tartrate; 4 Angstroem molecular sieves; Ti(O-i-Pr)4 / t-BuOOH / CH₂Cl₂; toluene / 2.5 h / -20 °C

5: 41 percent / TPAP; 4-methylmorpholine N-oxide monohydrate; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

With titanium(IV) isopropylate; potassium hydroxide; tetrapropylammonium perruthennate; diethyl (2R,3R)-tartrate; 4 A molecular sieve; tetrabutylammomium bromide; diisobutylaluminium hydride; 4-methylmorpholine 4-oxide monohydrate; triethylamine; tert.-butylhydroperoxide; dichlorobis(tri-O-tolylphosphine)palladium; In dichloromethane; N,N-dimethyl-formamide; toluene; 2: Heck reaction / 4: Sharpless asymmetric epoxidation;
DOI:10.1016/S0040-4020(03)00822-6