Phenyl-carbamic acid (2R,4aR,6R,7R,8R,8aR)-7-hydroxy-6-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Base Information

Chemical Name:Phenyl-carbamic acid (2R,4aR,6R,7R,8R,8aR)-7-hydroxy-6-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester
CAS No.:115533-41-0
Molecular Formula:C₃₀H₃₉NO₇
Molecular Weight:525.642
Hs Code.:

Phenyl-carbamic acid (2R,4aR,6R,7R,8R,8aR)-7-hydroxy-6-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

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Chemical Property of Phenyl-carbamic acid (2R,4aR,6R,7R,8R,8aR)-7-hydroxy-6-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

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Technology Process of Phenyl-carbamic acid (2R,4aR,6R,7R,8R,8aR)-7-hydroxy-6-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

There total 17 articles about Phenyl-carbamic acid (2R,4aR,6R,7R,8R,8aR)-7-hydroxy-6-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl 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: 90.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 115533-37-4
Phenyl-carbamic acid (2R,3R,4S,5R,6R)-3,5-dihydroxy-2-hydroxymethyl-6-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-tetrahydro-pyran-4-yl ester

: 115533-41-0,142184-42-7
Phenyl-carbamic acid (2R,4aR,6R,7R,8R,8aR)-7-hydroxy-6-((1S,2R,5S)-2-isopropyl-5-methyl-cyclohexyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl ester

Guidance literature:: With tetrafluoroboric acid; In diethyl ether;

Reference yield:

: 34368-66-6
1,2-O-isopropylidene-3-O-phenylcarbamoyl-α-D-glucofuranose

: 115533-41-0,142184-42-7
(-)-menthyl 4,6-O-benzylidene-3-O-(N-phenylcarbamoyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / 0.05 M H₂SO₄ / dioxane / 5 h / 100 °C

2: 93 percent / pyridine, 4-dimethylaminopyridine / 5 h / Ambient temperature

3: 40 percent / trimethylsilyl triflate / CH₂Cl₂ / 144 h / Ambient temperature

4: K₂CO₃ / methanol / 5.5 h / Ambient temperature

5: 54 percent HBF₄ / dimethylformamide; diethyl ether / 2 h / Ambient temperature

With pyridine; dmap; tetrafluoroboric acid; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; potassium carbonate; In 1,4-dioxane; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90561-5

Reference yield:

: 103-71-9
phenyl isocyanate

: 115533-41-0,142184-42-7
(-)-menthyl 4,6-O-benzylidene-3-O-(N-phenylcarbamoyl)-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: 92 percent / 4-dimethylaminopyridine / toluene / 3 h / 100 °C

2: aq. acetic acid

3: 87 percent / 0.05 M H₂SO₄ / dioxane / 5 h / 100 °C

4: 93 percent / pyridine, 4-dimethylaminopyridine / 5 h / Ambient temperature

5: 40 percent / trimethylsilyl triflate / CH₂Cl₂ / 144 h / Ambient temperature

6: K₂CO₃ / methanol / 5.5 h / Ambient temperature

7: 54 percent HBF₄ / dimethylformamide; diethyl ether / 2 h / Ambient temperature

With pyridine; dmap; tetrafluoroboric acid; trimethylsilyl trifluoromethanesulfonate; sulfuric acid; potassium carbonate; acetic acid; In 1,4-dioxane; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0008-6215(00)90561-5