(2R,3R,4R,5R)-3,4-O-isopropylidene-5-(4-methoxybenzyloxy)-2,4-dimethylheptanal

Base Information

Chemical Name:(2R,3R,4R,5R)-3,4-O-isopropylidene-5-(4-methoxybenzyloxy)-2,4-dimethylheptanal
CAS No.:98003-96-4
Molecular Formula:C₂₀H₃₀O₅
Molecular Weight:350.455
Hs Code.:

Synonyms:(2R,3R,4R,5R)-3,4-O-isopropylidene-5-(4-methoxybenzyloxy)-2,4-dimethylheptanal

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Chemical Property of (2R,3R,4R,5R)-3,4-O-isopropylidene-5-(4-methoxybenzyloxy)-2,4-dimethylheptanal

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Technology Process of (2R,3R,4R,5R)-3,4-O-isopropylidene-5-(4-methoxybenzyloxy)-2,4-dimethylheptanal

There total 22 articles about (2R,3R,4R,5R)-3,4-O-isopropylidene-5-(4-methoxybenzyloxy)-2,4-dimethylheptanal 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%

: 98003-95-3
(2S,3R,4R,5R)-1-hydroxy-3,4-isopropylidene-5-(4-methoxybenzyloxy)-2,4-dimethylheptane

: 98003-96-4
(2R,3R,4R,5R)-3,4-O-isopropylidene-5-(4-methoxybenzyloxy)-2,4-dimethylheptanal

Guidance literature:: With 3 A molecular sieve; pyridinium chlorochromate; In dichloromethane; for 0.25h; Ambient temperature;

Reference yield:

: 64638-70-6
3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-3-C-methyl-α-D-ribo-hexofuranose

: 98003-96-4
(2R,3R,4R,5R)-3,4-O-isopropylidene-5-(4-methoxybenzyloxy)-2,4-dimethylheptanal

Guidance literature:: Multi-step reaction with 12 steps

1: trifluoroacetic acid / tetrahydrofuran; H₂O / 40 h / Ambient temperature

2: Pb(OAc)4 / benzene / 0.25 h / Ambient temperature

3: 88.9 percent / 1,2-dichloro-ethane / 17 h / Heating

4: 90.4 percent / LiAlH₄ / diethyl ether / 2 h / 0 °C

5: 76.2 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 2.5 h / -5 °C

6: 86.6 percent / H₂, NaHCO₃ / 10 percent Pd-C / ethanol / 5 h / Ambient temperature

7: 69.3 percent / DDQ / CH₂Cl₂ / 0.42 h / 16 °C

8: 72 percent / AlH₃ / diethyl ether / 1 h / Ambient temperature

9: 95 percent / pyridine / CH₂Cl₂ / 1 h / Ambient temperature

10: 94 percent / TsOH / acetone / 30 h / Ambient temperature

11: 100 percent / 1M KOH / methanol / 1 h / Ambient temperature

12: 91 percent / pyridinium chlorochromate, molecular sieves 3 Angstroem / CH₂Cl₂ / 0.25 h / Ambient temperature

With pyridine; aluminium hydride; lead(IV) acetate; potassium hydroxide; lithium aluminium tetrahydride; 3 A molecular sieve; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; 1,2-dichloro-ethane; acetone; benzene;

Reference yield:

: 64638-73-9
4,5-didesoxy-2-C-methyl-2-O-benzyl-3-O-formyl-D-erythro-al-pentose

: 98003-96-4
(2R,3R,4R,5R)-3,4-O-isopropylidene-5-(4-methoxybenzyloxy)-2,4-dimethylheptanal

Guidance literature:: Multi-step reaction with 10 steps

1: 88.9 percent / 1,2-dichloro-ethane / 17 h / Heating

2: 90.4 percent / LiAlH₄ / diethyl ether / 2 h / 0 °C

3: 76.2 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 2.5 h / -5 °C

4: 86.6 percent / H₂, NaHCO₃ / 10 percent Pd-C / ethanol / 5 h / Ambient temperature

5: 69.3 percent / DDQ / CH₂Cl₂ / 0.42 h / 16 °C

6: 72 percent / AlH₃ / diethyl ether / 1 h / Ambient temperature

7: 95 percent / pyridine / CH₂Cl₂ / 1 h / Ambient temperature

8: 94 percent / TsOH / acetone / 30 h / Ambient temperature

9: 100 percent / 1M KOH / methanol / 1 h / Ambient temperature

10: 91 percent / pyridinium chlorochromate, molecular sieves 3 Angstroem / CH₂Cl₂ / 0.25 h / Ambient temperature

With pyridine; aluminium hydride; potassium hydroxide; lithium aluminium tetrahydride; 3 A molecular sieve; hydrogen; sodium hydrogencarbonate; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In methanol; diethyl ether; ethanol; dichloromethane; 1,2-dichloro-ethane; acetone;