4,4'-dimethyl-6,6',7,7'-tetrahydro-5H,5'H-2,2'-bi([1]pyrindinyl)-7,7'-dione (1S,2S)-1,2-diphenyl-1,2-ethanediol bis-acetal

Base Information

Chemical Name:4,4'-dimethyl-6,6',7,7'-tetrahydro-5H,5'H-2,2'-bi([1]pyrindinyl)-7,7'-dione (1S,2S)-1,2-diphenyl-1,2-ethanediol bis-acetal
CAS No.:884492-62-0
Molecular Formula:C₄₆H₄₀N₂O₄
Molecular Weight:684.835
Hs Code.:

Synonyms:4,4'-dimethyl-6,6',7,7'-tetrahydro-5H,5'H-2,2'-bi([1]pyrindinyl)-7,7'-dione (1S,2S)-1,2-diphenyl-1,2-ethanediol bis-acetal

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Chemical Property of 4,4'-dimethyl-6,6',7,7'-tetrahydro-5H,5'H-2,2'-bi([1]pyrindinyl)-7,7'-dione (1S,2S)-1,2-diphenyl-1,2-ethanediol bis-acetal

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Technology Process of 4,4'-dimethyl-6,6',7,7'-tetrahydro-5H,5'H-2,2'-bi([1]pyrindinyl)-7,7'-dione (1S,2S)-1,2-diphenyl-1,2-ethanediol bis-acetal

There total 7 articles about 4,4'-dimethyl-6,6',7,7'-tetrahydro-5H,5'H-2,2'-bi([1]pyrindinyl)-7,7'-dione (1S,2S)-1,2-diphenyl-1,2-ethanediol bis-acetal 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: 73.0%

: 745075-90-5
C₂₃H₂₀ClNO₂

: 884492-62-0
4,4'-dimethyl-6,6',7,7'-tetrahydro-5H,5'H-2,2'-bi([1]pyrindinyl)-7,7'-dione (1S,2S)-1,2-diphenyl-1,2-ethanediol bis-acetal

Guidance literature:: With tetraethylammonium iodide; zinc; dibromobis(triphenylphosphine)nickel(II); In tetrahydrofuran; at 60 ℃; for 72h;
DOI:10.1039/b513286j

Reference yield:

: 20594-30-3
4-methyl-6,7-dihydro-5H-[1]pyrindine-2-ol

: 884492-62-0
4,4'-dimethyl-6,6',7,7'-tetrahydro-5H,5'H-2,2'-bi([1]pyrindinyl)-7,7'-dione (1S,2S)-1,2-diphenyl-1,2-ethanediol bis-acetal

Guidance literature:: Multi-step reaction with 7 steps

1: 83 percent / PhP(O)Cl₂ / 16 h / 160 °C

2: aq. H₂O₂; AcOH / 16 h / 80 °C

3: 4 h / 100 °C

4: 95 percent / aq. LiOH / tetrahydrofuran / 16 h / 20 °C

5: 90 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

6: 79 percent / p-TsOH / benzene / 16 h / Heating

7: 73 percent / tetraethylammonium iodide; Zn / dibromobis(triphenylphosphine)nickel(II) / tetrahydrofuran / 72 h / 60 °C

With P,P-dichlorophenylphosphine oxide; lithium hydroxide; oxalyl dichloride; tetraethylammonium iodide; dihydrogen peroxide; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; zinc; dibromobis(triphenylphosphine)nickel(II); In tetrahydrofuran; dichloromethane; benzene; 5: Swern oxidation;
DOI:10.1039/b513286j

Reference yield:

: 267242-99-9
2-chloro-4-methyl-6,7-dihydro-5H-cyclopenta[b]pyridine

: 884492-62-0
4,4'-dimethyl-6,6',7,7'-tetrahydro-5H,5'H-2,2'-bi([1]pyrindinyl)-7,7'-dione (1S,2S)-1,2-diphenyl-1,2-ethanediol bis-acetal

Guidance literature:: Multi-step reaction with 6 steps

1: aq. H₂O₂; AcOH / 16 h / 80 °C

2: 4 h / 100 °C

3: 95 percent / aq. LiOH / tetrahydrofuran / 16 h / 20 °C

4: 90 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 - 20 °C

5: 79 percent / p-TsOH / benzene / 16 h / Heating

6: 73 percent / tetraethylammonium iodide; Zn / dibromobis(triphenylphosphine)nickel(II) / tetrahydrofuran / 72 h / 60 °C

With lithium hydroxide; oxalyl dichloride; tetraethylammonium iodide; dihydrogen peroxide; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; zinc; dibromobis(triphenylphosphine)nickel(II); In tetrahydrofuran; dichloromethane; benzene; 4: Swern oxidation;
DOI:10.1039/b513286j