(R)-(Z)-1-[1'-(triphenylmethyl)-1'H-imidazol-4'-yl]-4,5-O-isopropylidene-pent-1-en-4,5-diol

Base Information

Chemical Name:(R)-(Z)-1-[1'-(triphenylmethyl)-1'H-imidazol-4'-yl]-4,5-O-isopropylidene-pent-1-en-4,5-diol
CAS No.:935553-93-8
Molecular Formula:C₃₀H₃₀N₂O₂
Molecular Weight:450.58
Hs Code.:

Synonyms:(R)-(Z)-1-[1'-(triphenylmethyl)-1'H-imidazol-4'-yl]-4,5-O-isopropylidene-pent-1-en-4,5-diol

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Chemical Property of (R)-(Z)-1-[1'-(triphenylmethyl)-1'H-imidazol-4'-yl]-4,5-O-isopropylidene-pent-1-en-4,5-diol

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Technology Process of (R)-(Z)-1-[1'-(triphenylmethyl)-1'H-imidazol-4'-yl]-4,5-O-isopropylidene-pent-1-en-4,5-diol

There total 1 articles about (R)-(Z)-1-[1'-(triphenylmethyl)-1'H-imidazol-4'-yl]-4,5-O-isopropylidene-pent-1-en-4,5-diol 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: 69.0%

: 33016-47-6
(1-tritylimidazol-4-yl)carboxaldehyde

: (R)-3,4-O-isopropylidene-3,4-dihydroxybutyltriphenylphosphonium iodide

: 935553-93-8
(R)-(Z)-1-[1'-(triphenylmethyl)-1'H-imidazol-4'-yl]-4,5-O-isopropylidene-pent-1-en-4,5-diol

Guidance literature:: (R)-3,4-O-isopropylidene-3,4-dihydroxybutyltriphenylphosphonium iodide; With potassium tert-butylate; sodium amide; In diethyl ether; at 20 ℃; for 4h;

(1-tritylimidazol-4-yl)carboxaldehyde; In tetrahydrofuran; diethyl ether; at -78 ℃;
DOI:10.1016/j.tet.2007.01.016

Reference yield:

: 935553-93-8
(R)-(Z)-1-[1'-(triphenylmethyl)-1'H-imidazol-4'-yl]-4,5-O-isopropylidene-pent-1-en-4,5-diol

: 935554-08-8
(5S,7R,8S)-5-tert-butyldiphenylsilyloxymethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-7,8-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: aq. HCl / tetrahydrofuran / 6 h / 40 °C

2.1: pyridine / 12 h / -10 °C

3.1: aq. NaOH / acetone / 12 h / 20 °C

3.2: 4-dimethylaminopyridine / pyridine / 12 h / 20 °C

4.1: MeSO₂NH₂; K₃Fe(CN)6; K₂CO₃ / K₂OsO₄*2H₂O / 2-methyl-propan-2-ol; H₂O / 48 h / 45 °C

With hydrogenchloride; sodium hydroxide; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); potassium osmate(VI); In tetrahydrofuran; pyridine; water; acetone; tert-butyl alcohol;
DOI:10.1016/j.tet.2007.01.016

Reference yield:

: 935553-93-8
(R)-(Z)-1-[1'-(triphenylmethyl)-1'H-imidazol-4'-yl]-4,5-O-isopropylidene-pent-1-en-4,5-diol

: 935554-09-9
(5S,7S,8R)-5-tert-butyldiphenylsilyloxymethyl-5,6,7,8-tetrahydro-imidazo[1,5-a]pyridine-7,8-diol

Guidance literature:: Multi-step reaction with 4 steps

1.1: aq. HCl / tetrahydrofuran / 6 h / 40 °C

2.1: pyridine / 12 h / -10 °C

3.1: aq. NaOH / acetone / 12 h / 20 °C

3.2: 4-dimethylaminopyridine / pyridine / 12 h / 20 °C

4.1: MeSO₂NH₂; K₃Fe(CN)6; K₂CO₃ / K₂OsO₄*2H₂O / 2-methyl-propan-2-ol; H₂O / 48 h / 45 °C

With hydrogenchloride; sodium hydroxide; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); potassium osmate(VI); In tetrahydrofuran; pyridine; water; acetone; tert-butyl alcohol;
DOI:10.1016/j.tet.2007.01.016