14'-O-(4-methoxybenzyl)tylonolide hemiacetal

Base Information

Chemical Name:14'-O-(4-methoxybenzyl)tylonolide hemiacetal
CAS No.:113918-84-6
Molecular Formula:C₃₁H₄₄O₈
Molecular Weight:544.686
Hs Code.:

Synonyms:14'-O-(4-methoxybenzyl)tylonolide hemiacetal

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Chemical Property of 14'-O-(4-methoxybenzyl)tylonolide hemiacetal

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Technology Process of 14'-O-(4-methoxybenzyl)tylonolide hemiacetal

There total 17 articles about 14'-O-(4-methoxybenzyl)tylonolide hemiacetal 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: 90.0%

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

: 113918-84-6
14'-O-(4-methoxybenzyl)tylonolide hemiacetal

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; for 1h; 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

: 113918-84-6
14'-O-(4-methoxybenzyl)tylonolide hemiacetal

Guidance literature:: Multi-step reaction with 5 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

5: 90 percent / 0.5 N HCl / tetrahydrofuran / 1 h / Ambient temperature

With hydrogenchloride; dmap; dipyridinium dichromate; water; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; 18-crown-6 ether; In tetrahydrofuran; 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

: 113918-84-6
14'-O-(4-methoxybenzyl)tylonolide hemiacetal

Guidance literature:: Multi-step reaction with 11 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

11: 90 percent / 0.5 N HCl / tetrahydrofuran / 1 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