(R)-4-[(R)-2-Hydroxy-3-(4-methoxy-benzyloxy)-propyl]-6-(4-methoxy-benzyloxymethyl)-5,6-dihydro-pyran-2-one

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Chemical Name:(R)-4-[(R)-2-Hydroxy-3-(4-methoxy-benzyloxy)-propyl]-6-(4-methoxy-benzyloxymethyl)-5,6-dihydro-pyran-2-one
CAS No.:290815-69-9
Molecular Formula:C₂₅H₃₀O₇
Molecular Weight:442.509
Hs Code.:

Synonyms:(R)-4-[(R)-2-Hydroxy-3-(4-methoxy-benzyloxy)-propyl]-6-(4-methoxy-benzyloxymethyl)-5,6-dihydro-pyran-2-one

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Chemical Property of (R)-4-[(R)-2-Hydroxy-3-(4-methoxy-benzyloxy)-propyl]-6-(4-methoxy-benzyloxymethyl)-5,6-dihydro-pyran-2-one

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Technology Process of (R)-4-[(R)-2-Hydroxy-3-(4-methoxy-benzyloxy)-propyl]-6-(4-methoxy-benzyloxymethyl)-5,6-dihydro-pyran-2-one

There total 8 articles about (R)-4-[(R)-2-Hydroxy-3-(4-methoxy-benzyloxy)-propyl]-6-(4-methoxy-benzyloxymethyl)-5,6-dihydro-pyran-2-one 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:

: 290815-60-0
3-[2-hydroxy-3-(4-methoxy-benzyloxy)-propyl]-6-(4-methoxy-benzyloxy)-hex-2-ene-1,5-diol

: 290815-69-9
(R)-4-[(R)-2-Hydroxy-3-(4-methoxy-benzyloxy)-propyl]-6-(4-methoxy-benzyloxymethyl)-5,6-dihydro-pyran-2-one

Guidance literature:: With manganese(IV) oxide; In chloroform; at 20 ℃; for 24h;
DOI:10.1021/ol005850y

Reference yield:

: 80910-01-6,108836-41-5,144069-33-0,134733-19-0
(R)-2-(((4-methoxybenzyl)oxy)methyl)oxirane

: 290815-69-9
(R)-4-[(R)-2-Hydroxy-3-(4-methoxy-benzyloxy)-propyl]-6-(4-methoxy-benzyloxymethyl)-5,6-dihydro-pyran-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-BuLi; HMPA / tetrahydrofuran / 0.5 h / -78 °C

1.2: tetrahydrofuran / 1.5 h / -78 - 0 °C

1.3: 87 percent / tetrahydrofuran / -78 - 20 °C

2.1: 86 percent / Hg(ClO₄)*xH₂O; CaCO₃; H₂O / tetrahydrofuran / 0.3 h / 0 °C

3.1: 80 percent / tetrahydrofuran / 0.3 h / 0 °C

4.1: 76 percent / OsO₄; NaIO₄ / tetrahydrofuran; H₂O

5.1: 80 percent / TFAA; DMAP; Et₃N / CH₂Cl₂ / 16 h / 45 °C

6.1: 90 percent / i-Bu₂AlH / CH₂Cl₂ / 5 h / -78 °C

7.1: 90 percent / TBAF / tetrahydrofuran / 8 h / 20 °C

8.1: MnO₂ / CHCl₃ / 24 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; manganese(IV) oxide; sodium periodate; osmium(VIII) oxide; n-butyllithium; mercury(I) perchlorate; tetrabutyl ammonium fluoride; water; diisobutylaluminium hydride; triethylamine; trifluoroacetic anhydride; calcium carbonate; In tetrahydrofuran; dichloromethane; chloroform; water; 1.1: Metallation / 1.2: Addition / 1.3: Condensation / 2.1: Hydrolysis / 3.1: Addition / 4.1: Oxidation / 5.1: Dehydration / 6.1: Reduction / 7.1: Substitution / 8.1: Oxidation;
DOI:10.1021/ol005850y

Reference yield:

: 290815-54-2
(2R,6R)-2,6-Bis-(tert-butyl-dimethyl-silanyloxy)-1,7-bis-(4-methoxy-benzyloxy)-heptan-4-one

: 290815-69-9
(R)-4-[(R)-2-Hydroxy-3-(4-methoxy-benzyloxy)-propyl]-6-(4-methoxy-benzyloxymethyl)-5,6-dihydro-pyran-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / tetrahydrofuran / 0.3 h / 0 °C

2: 76 percent / OsO₄; NaIO₄ / tetrahydrofuran; H₂O

3: 80 percent / TFAA; DMAP; Et₃N / CH₂Cl₂ / 16 h / 45 °C

4: 90 percent / i-Bu₂AlH / CH₂Cl₂ / 5 h / -78 °C

5: 90 percent / TBAF / tetrahydrofuran / 8 h / 20 °C

6: MnO₂ / CHCl₃ / 24 h / 20 °C

With dmap; manganese(IV) oxide; sodium periodate; osmium(VIII) oxide; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triethylamine; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane; chloroform; water; 1: Addition / 2: Oxidation / 3: Dehydration / 4: Reduction / 5: Substitution / 6: Oxidation;
DOI:10.1021/ol005850y