{(4R)-[(1R)-hydroxy-1-(1,4,5,8-tetramethoxynaphthalene-2-yl)-ethyl]-(2R)-phenyl-(6R)-vinyl-[1,3]dioxane-(5S)-yl}methylcarbamic acid methyl ester

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Chemical Name:{(4R)-[(1R)-hydroxy-1-(1,4,5,8-tetramethoxynaphthalene-2-yl)-ethyl]-(2R)-phenyl-(6R)-vinyl-[1,3]dioxane-(5S)-yl}methylcarbamic acid methyl ester
CAS No.:205868-44-6
Molecular Formula:C₃₁H₃₇NO₉
Molecular Weight:567.636
Hs Code.:

Synonyms:{(4R)-[(1R)-hydroxy-1-(1,4,5,8-tetramethoxynaphthalene-2-yl)-ethyl]-(2R)-phenyl-(6R)-vinyl-[1,3]dioxane-(5S)-yl}methylcarbamic acid methyl ester

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Chemical Property of {(4R)-[(1R)-hydroxy-1-(1,4,5,8-tetramethoxynaphthalene-2-yl)-ethyl]-(2R)-phenyl-(6R)-vinyl-[1,3]dioxane-(5S)-yl}methylcarbamic acid methyl ester

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Technology Process of {(4R)-[(1R)-hydroxy-1-(1,4,5,8-tetramethoxynaphthalene-2-yl)-ethyl]-(2R)-phenyl-(6R)-vinyl-[1,3]dioxane-(5S)-yl}methylcarbamic acid methyl ester

There total 11 articles about {(4R)-[(1R)-hydroxy-1-(1,4,5,8-tetramethoxynaphthalene-2-yl)-ethyl]-(2R)-phenyl-(6R)-vinyl-[1,3]dioxane-(5S)-yl}methylcarbamic acid methyl ester 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: 43.0%

: 10075-68-0
1,4,5,8-tetramethoxynaphthalene

: 205868-35-5
((4R)-acetyl-(2R)-phenyl-(6R)-vinyl-[1,3]dioxane-(5S)-yl)methylcarbamic acid methyl ester

: 205868-44-6
{(4R)-[(1R)-hydroxy-1-(1,4,5,8-tetramethoxynaphthalene-2-yl)-ethyl]-(2R)-phenyl-(6R)-vinyl-[1,3]dioxane-(5S)-yl}methylcarbamic acid methyl ester

Guidance literature:: With n-butyllithium; In tetrahydrofuran; at 0 - 20 ℃; for 2h;
DOI:10.1080/07328309808002322

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 205868-44-6
{(4R)-[(1R)-hydroxy-1-(1,4,5,8-tetramethoxynaphthalene-2-yl)-ethyl]-(2R)-phenyl-(6R)-vinyl-[1,3]dioxane-(5S)-yl}methylcarbamic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / p-TsOH / CH₂Cl₂ / 14 h / Ambient temperature

2: 96 percent / I₂, aq. NaHCO₃ / acetone / 6 h / Ambient temperature

3: 93 percent / diethyl ether / 6 h / Ambient temperature

4: 91 percent / PDC, Ac₂O / CH₂Cl₂ / Ambient temperature

5: 43 percent / n-BuLi / tetrahydrofuran / 2 h / 0 - 20 °C

With dipyridinium dichromate; n-butyllithium; iodine; acetic anhydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; dichloromethane; acetone;
DOI:10.1080/07328309808002322

Reference yield:

: [(3aR,5S,6S,6aR)-5-(2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl]-methyl-amine

: 205868-44-6
{(4R)-[(1R)-hydroxy-1-(1,4,5,8-tetramethoxynaphthalene-2-yl)-ethyl]-(2R)-phenyl-(6R)-vinyl-[1,3]dioxane-(5S)-yl}methylcarbamic acid methyl ester

Guidance literature:: Multi-step reaction with 10 steps

1: 85 percent / K₂CO₃ / acetone / 3 h / Heating

2: 70 percent / CH₃CO₂H, H₂O / methanol / 14 h / 55 °C

3: 98 percent / Et₃N / CH₂Cl₂ / 0 - 20 °C

4: 97 percent / NaI / butan-2-one / 15 h / 70 °C

5: 98 percent / ZnCl₂ / CH₂Cl₂ / 12 h / Ambient temperature

6: 94 percent / p-TsOH / CH₂Cl₂ / 14 h / Ambient temperature

7: 96 percent / I₂, aq. NaHCO₃ / acetone / 6 h / Ambient temperature

8: 93 percent / diethyl ether / 6 h / Ambient temperature

9: 91 percent / PDC, Ac₂O / CH₂Cl₂ / Ambient temperature

10: 43 percent / n-BuLi / tetrahydrofuran / 2 h / 0 - 20 °C

With dipyridinium dichromate; n-butyllithium; water; iodine; acetic anhydride; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; acetic acid; triethylamine; sodium iodide; zinc(II) chloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; butanone;
DOI:10.1080/07328309808002322