14'-O-(4-methoxybenzyl)-3,5-O-isopropylidenetylonolide

Base Information

Chemical Name:14'-O-(4-methoxybenzyl)-3,5-O-isopropylidenetylonolide
CAS No.:113918-83-5
Molecular Formula:C₃₄H₄₈O₈
Molecular Weight:584.75
Hs Code.:

Synonyms:14'-O-(4-methoxybenzyl)-3,5-O-isopropylidenetylonolide

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Chemical Property of 14'-O-(4-methoxybenzyl)-3,5-O-isopropylidenetylonolide

Chemical Property:

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Technology Process of 14'-O-(4-methoxybenzyl)-3,5-O-isopropylidenetylonolide

There total 16 articles about 14'-O-(4-methoxybenzyl)-3,5-O-isopropylidenetylonolide 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%

: 113918-82-4
6''-dihydro-3,5-O-isoropylidene-14'-O-(4-methoxybenzyl)tylonolide

: 113918-83-5
14'-O-(4-methoxybenzyl)-3,5-O-isopropylidenetylonolide

Guidance literature:: With dipyridinium dichromate; In dichloromethane; for 6h; Ambient temperature;
DOI:10.1248/cpb.35.2219

Reference yield:

: 108470-13-9
5(R)-hydroxy-4(R)-(4-methoxybenzyl)oxymethyl-2-methyl-2(E)-heptenal

: 113918-83-5
14'-O-(4-methoxybenzyl)-3,5-O-isopropylidenetylonolide

Guidance literature:: Multi-step reaction with 4 steps

1: DMAP / benzene / 1 h / Ambient temperature

2: 59 percent / K₂CO₃ / 18-crown-6 / toluene / 21 h / 100 °C

3: 75 percent / DDQ/H₂O / benzene; CH₂Cl₂ / 3 h / 0 - 5 °C

4: 91 percent / PDC / CH₂Cl₂ / 6 h / Ambient temperature

With dmap; dipyridinium dichromate; water; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 18-crown-6 ether; In dichloromethane; toluene; benzene;
DOI:10.1248/cpb.35.2219

Reference yield:

: 108470-15-1
1,2-O-isopropylidene-3-C-(4-methoxybenzyl)oxymethyl-3,5,6-trideoxy-α-D-ribo-hexofuranose

: 113918-83-5
14'-O-(4-methoxybenzyl)-3,5-O-isopropylidenetylonolide

Guidance literature:: Multi-step reaction with 10 steps

1: 70 percent / 4.5 N HCl / tetrahydrofuran / 5.5 h / 50 °C

2: 86 percent / Ca(BH₄)2 / ethanol / 1 h / Ambient temperature

3: 95 percent / NaIO₄ / methanol; H₂O / 1 h / Ambient temperature

4: 90 percent / ethanol / 10 h / 60 °C

5: 86 percent / LiAlH₄ / tetrahydrofuran / 1 h

6: 96 percent / MnO₂ / CH₂Cl₂ / 1 h / Ambient temperature

7: DMAP / benzene / 1 h / Ambient temperature

8: 59 percent / K₂CO₃ / 18-crown-6 / toluene / 21 h / 100 °C

9: 75 percent / DDQ/H₂O / benzene; CH₂Cl₂ / 3 h / 0 - 5 °C

10: 91 percent / PDC / CH₂Cl₂ / 6 h / Ambient temperature

With hydrogenchloride; dmap; manganese(IV) oxide; sodium periodate; lithium aluminium tetrahydride; dipyridinium dichromate; calcium borohydride; water; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 18-crown-6 ether; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; benzene;
DOI:10.1248/cpb.35.2219