ethyl (E)-3-{(4R,6R)-6-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxan-4-yl}acrylate

Base Information

Chemical Name:ethyl (E)-3-{(4R,6R)-6-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxan-4-yl}acrylate
CAS No.:943763-57-3
Molecular Formula:C₁₉H₂₆O₅
Molecular Weight:334.412
Hs Code.:

Synonyms:ethyl (E)-3-{(4R,6R)-6-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxan-4-yl}acrylate

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Chemical Property of ethyl (E)-3-{(4R,6R)-6-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxan-4-yl}acrylate

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Technology Process of ethyl (E)-3-{(4R,6R)-6-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxan-4-yl}acrylate

There total 5 articles about ethyl (E)-3-{(4R,6R)-6-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxan-4-yl}acrylate 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%

: 77-76-9
2,2-dimethoxy-propane

: 270064-36-3
ethyl (E,4R,6R)-7-(benzyloxy)-4,6-dihydroxyhept-2-enoate

: 943763-57-3
ethyl (E)-3-{(4R,6R)-6-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxan-4-yl}acrylate

Guidance literature:: With (1S)-10-camphorsulfonic acid; at 20 ℃; for 12h;
DOI:10.1055/s-2007-966010

Reference yield:

: 14260-67-4
(3aR,5R,6aR)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-5-carbaldehyde

: 943763-57-3
ethyl (E)-3-{(4R,6R)-6-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxan-4-yl}acrylate

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / NaBH₄ / methanol / 2 h / 20 °C

2: 95 percent / NaH / tetrahydrofuran; various solvent(s) / 3.5 h / 20 °C

3: 92 percent / aq. AcOH / 2 h / 50 °C

4: 83 percent / dimethylformamide / 6 h / 60 °C

5: 90 percent / 10-camphorsulfonic acid / 12 h / 20 °C

With sodium tetrahydroborate; (1S)-10-camphorsulfonic acid; sodium hydride; acetic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 4: Wittig reaction;
DOI:10.1055/s-2007-966010

Reference yield:

: 14260-66-3
((3αR,5S,6αR)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)methanol

: 943763-57-3
ethyl (E)-3-{(4R,6R)-6-[(benzyloxy)methyl]-2,2-dimethyl-1,3-dioxan-4-yl}acrylate

Guidance literature:: Multi-step reaction with 4 steps

1: 95 percent / NaH / tetrahydrofuran; various solvent(s) / 3.5 h / 20 °C

2: 92 percent / aq. AcOH / 2 h / 50 °C

3: 83 percent / dimethylformamide / 6 h / 60 °C

4: 90 percent / 10-camphorsulfonic acid / 12 h / 20 °C

With (1S)-10-camphorsulfonic acid; sodium hydride; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide; 3: Wittig reaction;
DOI:10.1055/s-2007-966010