6''-dihydro-6''-O-(3,4-dimethoxybenzyl)-3,5-O-isoropylidene-14'-O-(4-methoxybenzyl)tylonolide

Base Information

Chemical Name:6''-dihydro-6''-O-(3,4-dimethoxybenzyl)-3,5-O-isoropylidene-14'-O-(4-methoxybenzyl)tylonolide
CAS No.:108470-27-5
Molecular Formula:C₄₃H₆₀O₁₀
Molecular Weight:736.943
Hs Code.:

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

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Chemical Property of 6''-dihydro-6''-O-(3,4-dimethoxybenzyl)-3,5-O-isoropylidene-14'-O-(4-methoxybenzyl)tylonolide

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Technology Process of 6''-dihydro-6''-O-(3,4-dimethoxybenzyl)-3,5-O-isoropylidene-14'-O-(4-methoxybenzyl)tylonolide

There total 21 articles about 6''-dihydro-6''-O-(3,4-dimethoxybenzyl)-3,5-O-isoropylidene-14'-O-(4-methoxybenzyl)tylonolide 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: 59.0%

: 113918-81-3
1(R)-ethyl-5-formyl-2(R)-(4-methoxybenzyloxy)oxymethyl-3(Z)-pentenyl (3R,4S,5S,6R,8R)-6-<2-(3,4-dimethoxybenzyl)oxyethyl>-10-(dimethoxyphosphono)-4,8-dimethyl-3,5-isopropylidenedioxy-9-oxodecanoate

: 108470-27-5
6''-dihydro-6''-O-(3,4-dimethoxybenzyl)-3,5-O-isoropylidene-14'-O-(4-methoxybenzyl)tylonolide

Guidance literature:: With 18-crown-6 ether; potassium carbonate; In toluene; at 100 ℃; for 12h;
DOI:10.1016/S0040-4039(00)84872-8

Reference yield:

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

: 108470-27-5
6''-dihydro-6''-O-(3,4-dimethoxybenzyl)-3,5-O-isoropylidene-14'-O-(4-methoxybenzyl)tylonolide

Guidance literature:: Multi-step reaction with 2 steps

1: DMAP / benzene / 1 h / Ambient temperature

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

With dmap; potassium carbonate; 18-crown-6 ether; In 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

: 108470-27-5
6''-dihydro-6''-O-(3,4-dimethoxybenzyl)-3,5-O-isoropylidene-14'-O-(4-methoxybenzyl)tylonolide

Guidance literature:: Multi-step reaction with 8 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

With hydrogenchloride; dmap; manganese(IV) oxide; sodium periodate; lithium aluminium tetrahydride; calcium borohydride; potassium carbonate; 18-crown-6 ether; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene; benzene;
DOI:10.1248/cpb.35.2219