4-((2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethyl)-phenol

Base Information

Chemical Name:4-((2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethyl)-phenol
CAS No.:873292-79-6
Molecular Formula:C₂₀H₂₈O₇
Molecular Weight:380.438
Hs Code.:

Synonyms:4-((2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethyl)-phenol

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Chemical Property of 4-((2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethyl)-phenol

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Technology Process of 4-((2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethyl)-phenol

There total 4 articles about 4-((2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethyl)-phenol 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:

: 873292-77-4
{(2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-6-methoxy-3-[4-(1-methyl-siletan-1-yl)-benzyloxy]-tetrahydro-pyran-2-yl}-methanol

: 873292-79-6
4-((2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethyl)-phenol

Guidance literature:: With potassium fluoride; dihydrogen peroxide; potassium hydrogencarbonate; In tetrahydrofuran; methanol; at 20 ℃; for 6h;
DOI:10.1021/jo052015r

Reference yield:

: 873292-73-0
4-(1-methylsilethanyl)benzaldehyde dimethyl acetal

: 873292-79-6
4-((2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethyl)-phenol

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / CSA / CH₂Cl₂ / 6.5 h / Heating

2: 81 percent / DIBAL-H / CH₂Cl₂ / 15 h / -78 - -13 °C

3: KF*2H₂O; KHCO₃; aq. H₂O₂ / methanol; tetrahydrofuran / 6 h / 20 °C

With potassium fluoride; camphor-10-sulfonic acid; dihydrogen peroxide; diisobutylaluminium hydride; potassium hydrogencarbonate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo052015r

Reference yield:

: 873292-76-3
(2R,4aR,6S,7R,8S,8aR)-7,8-Bis-allyloxy-6-methoxy-2-[4-(1-methyl-siletan-1-yl)-phenyl]-hexahydro-pyrano[3,2-d][1,3]dioxine

: 873292-79-6
4-((2R,3R,4S,5R,6S)-4,5-Bis-allyloxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxymethyl)-phenol

Guidance literature:: Multi-step reaction with 2 steps

1: 81 percent / DIBAL-H / CH₂Cl₂ / 15 h / -78 - -13 °C

2: KF*2H₂O; KHCO₃; aq. H₂O₂ / methanol; tetrahydrofuran / 6 h / 20 °C

With potassium fluoride; dihydrogen peroxide; diisobutylaluminium hydride; potassium hydrogencarbonate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo052015r