2-<(3S,4R)-3-methyl-4-p-nitrobenzoyloxypentyl>-1,3-dioxolane

Base Information

Chemical Name:2-<(3S,4R)-3-methyl-4-p-nitrobenzoyloxypentyl>-1,3-dioxolane
CAS No.:114092-35-2
Molecular Formula:C₁₆H₂₁NO₆
Molecular Weight:323.346
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-<(3S,4R)-3-methyl-4-p-nitrobenzoyloxypentyl>-1,3-dioxolane

Chemical Property:

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Technology Process of 2-<(3S,4R)-3-methyl-4-p-nitrobenzoyloxypentyl>-1,3-dioxolane

There total 2 articles about 2-<(3S,4R)-3-methyl-4-p-nitrobenzoyloxypentyl>-1,3-dioxolane 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: 71.0%

: 101906-16-5
2-<(3S,4S)-4-hydroxy-3-methylpentyl>-1,3-dioxolane

: 62-23-7
4-nitro-benzoic acid

: 114092-35-2
2-<(3S,4R)-3-methyl-4-p-nitrobenzoyloxypentyl>-1,3-dioxolane

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; benzene; In toluene; 1.) -35 deg C, 5 min; 2.) r.t., 1 h;

Reference yield:

: 18742-02-4
2-bromo-2-(2-ethyl)dioxolane

: 114092-35-2
2-<(3S,4R)-3-methyl-4-p-nitrobenzoyloxypentyl>-1,3-dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1: 82 percent / 1.) Mg; 2.) CuBr*Me₂S/Me₂S / tetrahydrofuran / 1.) -70 deg C, 40 min; 2.) 0 deg C, 1.5 h

2: 71 percent / PPh₃, diethyl azodicarboxylate/C₆H₆ / toluene / 1.) -35 deg C, 5 min; 2.) r.t., 1 h

With copper(I) bromide dimethylsulfide complex; dimethylsulfide; magnesium; triphenylphosphine; diethylazodicarboxylate; benzene; In tetrahydrofuran; toluene;

Reference yield:

: 114092-35-2
2-<(3S,4R)-3-methyl-4-p-nitrobenzoyloxypentyl>-1,3-dioxolane

: 82045-55-4,82079-59-2,101540-88-9,101977-93-9,114180-41-5
(2S,4S,6S,8R,9S)-4-(dimethyl-t-butylsiloxy)-2-<(5R,2E,6Z,8E)-9-(5-methoxycarbonyl-p-tolyl)-3,5dimethyldeca-2,6,8-trienyl>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane

Guidance literature:: Multi-step reaction with 22 steps

1: 88 percent / KOH/MeOH / tetrahydrofuran / 3.5 h / Ambient temperature

2: 90 percent / toluene-p-sulphonic acid / tetrahydrofuran; H₂O / 4 h / 75 °C

3: 72 percent / Br₂, NaOAc / acetic acid; H₂O / 1.25 h / Ambient temperature

4: 71 percent / 1.) Et₃O*BF₄; 2.) NaOEt/EtOH / CH₂Cl₂ / 1.) r.t., 24 h; 2.) -70 deg C, 45 min

5: 75 percent / 1.) HCl; 2.) K₂CO₃ / benzene / 1.) 30 min; 2.) 1 h

6: 76 percent / 1.) O₃, pyridine; 2.) Me / CH₂Cl₂; methanol / 1.) -70 deg C; 2.) r.t., 3 h

7: 96 percent / lithium di-isopropylamide / tetrahydrofuran / 0.5 h / -70 °C

8: 35 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / -70 °C

9: 100 percent / pyridine / 0.5 h / Ambient temperature

10: 40 percent / NaBH₄ / 1,2-dimethoxy-ethane / 3 h / 0 °C

11: Et₃N / dimethylformamide / 2 h / Ambient temperature

12: 1.) LiAlH₄; 2.) 15percent aq. NaOH / diethyl ether / 0.67 h / Ambient temperature

13: 89 percent / pyridinium chlorochromate, 3 Angstroem molecular sieves / CH₂Cl₂ / 0.25 h

14: 1.) BuLi/hexane / 1.) THF, -78 deg C, 45 min; 2.) THF, -78 deg C, then r.t., 1 h

15: NaOH / dioxane / 4 h / Ambient temperature

16: 1.) Mg, 1,2-dibromethane; 2.) tris(acetonylacetonato)iron(III) / 1.) THF, r.t., 30 min, then reflux, 1 h; 2.) THF, r.t, 4 h

17: 98 percent / Na / liquid ammonia / 0.5 h / -70 °C

18: 94 percent / CrO₃*2pyr / CH₂Cl₂ / 0.33 h

19: 1.) lithium di-isopropylamide; 2.) 3-dimethylaminopropylamine / 1.) THF, -70 deg C, 20 min; 2.) THF, r.t.

20: 51 percent / 5.65percent sodium amalgam, Na₂HPO₄ / tetrahydrofuran; methanol / 5.5 h / -20 °C

21: Et₃N / CH₂Cl₂ / -10 °C

22: 1,5-diazabicyclo<4.3.0>non-5-ene / diethyl ether / 6 h / Heating

With pyridine; hydrogenchloride; methanol; potassium hydroxide; sodium hydroxide; sodium tetrahydroborate; disodium hydrogenphosphate; sodium amalgam; lithium aluminium tetrahydride; n-butyllithium; iron(III)-acetylacetonate; ethanol; hexane; 3 A molecular sieve; boron trifluoride diethyl etherate; DBN; bromine; sodium ethanolate; sodium acetate; triethyloxonium fluoroborate; sodium; dipyridine chromium trioxide; potassium carbonate; toluene-4-sulfonic acid; ozone; magnesium; ethylene dibromide; triethylamine; 1-amino-3-(dimethylamino)propane; pyridinium chlorochromate; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; diethyl ether; dichloromethane; ammonia; water; acetic acid; N,N-dimethyl-formamide; benzene;