(E)-4-[(2S,4R,6R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-but-2-enoic acid

Base Information

Chemical Name:(E)-4-[(2S,4R,6R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-but-2-enoic acid
CAS No.:253800-12-3
Molecular Formula:C₁₈H₂₄O₆
Molecular Weight:336.385
Hs Code.:

Synonyms:(E)-4-[(2S,4R,6R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-but-2-enoic acid

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Chemical Property of (E)-4-[(2S,4R,6R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-but-2-enoic acid

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Technology Process of (E)-4-[(2S,4R,6R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-but-2-enoic acid

There total 4 articles about (E)-4-[(2S,4R,6R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-but-2-enoic acid 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: 100.0%

: 253800-11-2
(E)-4-[(2S,4R,6R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-but-2-enoic acid ethyl ester

: 253800-12-3
(E)-4-[(2S,4R,6R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-but-2-enoic acid

Guidance literature:: With lithium hydroxide; water; In tetrahydrofuran; at 20 ℃; for 15h;
DOI:10.1055/s-1999-2922

Reference yield:

: 253800-02-1
<(2R,4R,6S)-6-methoxy-4-(4-methoxybenzyl)-oxy-tetrahydropyran-2-yl>-acetic acid methyl ester

: 253800-12-3
(E)-4-[(2S,4R,6R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-but-2-enoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: DIBAH / tetrahydrofuran / 4 h / 20 °C

2: PCC / CH₂Cl₂ / 15 h / 20 °C

3: 91 percent / LiCl; DBU / acetonitrile / 2 h / 20 °C

4: 100 percent / LiOH; H₂O / tetrahydrofuran / 15 h / 20 °C

With lithium hydroxide; water; diisobutylaluminium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; pyridinium chlorochromate; lithium chloride; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Reduction / 2: Oxidation / 3: Condensation / 4: Hydrolysis;
DOI:10.1055/s-1999-2922

Reference yield:

: 253800-03-2
[(2R,4R,6R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-acetaldehyde

: 253800-12-3
(E)-4-[(2S,4R,6R)-6-Methoxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yl]-but-2-enoic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / LiCl; DBU / acetonitrile / 2 h / 20 °C

2: 100 percent / LiOH; H₂O / tetrahydrofuran / 15 h / 20 °C

With lithium hydroxide; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; In tetrahydrofuran; acetonitrile; 1: Condensation / 2: Hydrolysis;
DOI:10.1055/s-1999-2922