Glycinoeclepin A Bis-(p-bromophenacyl) Ester

Base Information

Chemical Name:Glycinoeclepin A Bis-(p-bromophenacyl) Ester
CAS No.:96890-26-5
Molecular Formula:C₄₁H₄₄Br₂O₉
Molecular Weight:840.603
Hs Code.:

Synonyms:Glycinoeclepin A Bis-(p-bromophenacyl) Ester

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Chemical Property of Glycinoeclepin A Bis-(p-bromophenacyl) Ester

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Technology Process of Glycinoeclepin A Bis-(p-bromophenacyl) Ester

There total 49 articles about Glycinoeclepin A Bis-(p-bromophenacyl) 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: 95.0%

: 16331-47-8
4-bromobenzoyl bromide

: 83216-10-8
phycinoeclepin A

: 96890-26-5
Glycinoeclepin A Bis-(p-bromophenacyl) Ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In acetonitrile; for 1h;

Reference yield:

: 49664-66-6
3-methyl-3-vinylcyclopentan-1-one

: 96890-26-5
Glycinoeclepin A Bis-(p-bromophenacyl) Ester

Guidance literature:: Multi-step reaction with 34 steps

1: 88 percent / TsOH*H₂O / benzene / 6 h / Heating

2: 1) BH₃*THF, 2) aq. NaOH, 35percent aq. H₂O₂ / 1) r.t., 30 min, 2a) < 40 deg C, 2b) 50 deg C, 1 h

3: 87 percent / pyridinium chlorochromate, mol. sieves 3 Angstroem / CH₂Cl₂ / 4.5 h / 20 - 35 °C

4: 82 percent / conc. HCl, H₂O / acetone / 2 h / Heating

5: 1) sucrose, KH₂PO₄, Na₂HPO₄*12H₂O, baker's yeast, 2) pyridine, DMAP / 1) baker's yeast, H₂O/ethanol, 30 degC, 30 min, 2a) 5 degC, 10 min, 2b) r.t., 1.5 h

6: 87 percent / p-TsOH*H₂O / toluene / 3 h / Heating; mol. sieves 4 Angstroem, slightly reduced pressure, reflux temp. 70 to 75 degC

7: 80 percent / 28percent NaOMe / methanol / 4 h / 30 °C

8: 97 percent / NaAc, mol. sieves 3 Angstroem, pyridinium chlorochromate / CH₂Cl₂ / Ambient temperature

9: 1) lithium diisopropylamide

10: 1) lithium hexamethyldisilazide, 2) aq. NH₄Cl / 1) THF/HMPA/hexane, 40 degC, 10 h, 2) -15 to 0 degC

11: 90 percent / lithium 2,2,6,6-tetramethylpiperidide / tetrahydrofuran; hexane / 1.5 h / -100 - -95 °C

12: 1) MeLi, 2) BuLi / 1) THF/Et₂O, -95 degC, 15 min, 2) hexane, -95 degC, 1 h

13: 96 percent / NaBH₄ / tetrahydrofuran; ethanol / 3 h / 0 °C

14: 99 percent / H₂ / 10percent Pd/C / ethyl acetate / 0.67 h / Ambient temperature

15: 8.17 g / TsOH*H₂O / 0.67 h / 0 °C

16: 1) 60percent NaH / 1) THF, reflux, 4 h, 2) -5 to 0 degC, 30 min

17: 1) 60percent NaH, 2) Et₃N / 1) THF, reflux, 15 h, 2) THF, -5 to 0 degC, 30 min

19: 84 percent / 60percent NaH / tetrahydrofuran / 15 h / Ambient temperature

20: 8.37 g / Ca(BH₄)2 / ethanol / 2.5 h / Ambient temperature

21: 8.50 g / Et₃N / CH₂Cl₂ / 3.5 h / Ambient temperature

22: 94 percent / Bu₄NBr, diisopropylethylamine / CH₂Cl₂ / 120 h / Heating

23: 93 percent / MeLi / diethyl ether; diethyl ether / 0.5 h / -20 °C

24: 1) oxalyl dichloride, DMSO, 2) Et₃N / 1a) CH₂Cl₂, -78 degC, 15 min, 1b) 30 min, 2a) -78 degC, 30 min, 2b) -10 to -5 deg C, 30 min

25: 3.92 g / NaH₂PO₄, NaClO₂, 2-methylbut-2-ene / 2-methyl-propan-2-ol; H₂O / 1 h / Ambient temperature

26: 3.24 g / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 3 h / Ambient temperature

27: 83 percent / pyridinium toluene-p-sulphonate, H₂O / methanol / 48 h / Ambient temperature

28: 1) oxalyl chloride, DMSO, 2) Et₃N / 1a) CH₂Cl₂, -78 degC, 15 min, 1b) 2 h, 2) -5 to 0 degC, 30 min

29: 99 percent / m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 14 h / Ambient temperature

30: 1) Me₂CuLi / 1) THF/Et₂O, -78 degC, 8 h, 2) Et₂O, 0 degC, 2 h

31: 82 percent / pyridine, SOCl₂ / 1.5 h / -20 °C

32: 92 percent / tetrabutylammonium hydroxide, aq. LiOH / tetrahydrofuran / 30 h / Ambient temperature

33: 1) LiBF₄, 2) tris(dimethylamino)sulphonium difluorotrimethylsiliconate / 1) MeCN, 50 degC, 24 h, 2) MeCN, r.t., 4 h

34: 95 percent / diisopropylethylamine / acetonitrile / 1 h

With pyridine; hydrogenchloride; dmap; lithium hydroxide; sodium hydroxide; sodium chlorite; sodium tetrahydroborate; disodium hydrogenphosphate; potassium dihydrogenphosphate; sodium dihydrogenphosphate; lithium tetrafluoroborate; n-butyllithium; thionyl chloride; baker's yeast; calcium borohydride; borane-THF; 2-methyl-but-2-ene; oxalyl dichloride; 3 A molecular sieve; lithium dimethylcuprate; 2,2,6,6-tetramethylpiperidinyl-lithium; tetrabutylammomium bromide; tetra(n-butyl)ammonium hydroxide; tris(dimethylamino)sulfonium trimethylsilyldifluoride; water; methyllithium; hydrogen; dihydrogen peroxide; sodium methylate; sodium acetate; pyridinium p-toluenesulfonate; sodium hydride; sodium hydrogencarbonate; ammonium chloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; pyridinium chlorochromate; lithium hexamethyldisilazane; lithium diisopropyl amide; Sucrose; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; ethyl acetate; acetone; toluene; acetonitrile; tert-butyl alcohol; benzene;

Reference yield:

: 139118-57-3
(7-Methyl-1,4-dioxaspiro<4.4>nonan-7-yl)acetaldehyde

: 96890-26-5
Glycinoeclepin A Bis-(p-bromophenacyl) Ester

Guidance literature:: Multi-step reaction with 31 steps

1: 82 percent / conc. HCl, H₂O / acetone / 2 h / Heating

2: 1) sucrose, KH₂PO₄, Na₂HPO₄*12H₂O, baker's yeast, 2) pyridine, DMAP / 1) baker's yeast, H₂O/ethanol, 30 degC, 30 min, 2a) 5 degC, 10 min, 2b) r.t., 1.5 h

3: 87 percent / p-TsOH*H₂O / toluene / 3 h / Heating; mol. sieves 4 Angstroem, slightly reduced pressure, reflux temp. 70 to 75 degC

4: 80 percent / 28percent NaOMe / methanol / 4 h / 30 °C

5: 97 percent / NaAc, mol. sieves 3 Angstroem, pyridinium chlorochromate / CH₂Cl₂ / Ambient temperature

6: 1) lithium diisopropylamide

7: 1) lithium hexamethyldisilazide, 2) aq. NH₄Cl / 1) THF/HMPA/hexane, 40 degC, 10 h, 2) -15 to 0 degC

8: 90 percent / lithium 2,2,6,6-tetramethylpiperidide / tetrahydrofuran; hexane / 1.5 h / -100 - -95 °C

9: 1) MeLi, 2) BuLi / 1) THF/Et₂O, -95 degC, 15 min, 2) hexane, -95 degC, 1 h

10: 96 percent / NaBH₄ / tetrahydrofuran; ethanol / 3 h / 0 °C

11: 99 percent / H₂ / 10percent Pd/C / ethyl acetate / 0.67 h / Ambient temperature

12: 8.17 g / TsOH*H₂O / 0.67 h / 0 °C

13: 1) 60percent NaH / 1) THF, reflux, 4 h, 2) -5 to 0 degC, 30 min

14: 1) 60percent NaH, 2) Et₃N / 1) THF, reflux, 15 h, 2) THF, -5 to 0 degC, 30 min

16: 84 percent / 60percent NaH / tetrahydrofuran / 15 h / Ambient temperature

17: 8.37 g / Ca(BH₄)2 / ethanol / 2.5 h / Ambient temperature

18: 8.50 g / Et₃N / CH₂Cl₂ / 3.5 h / Ambient temperature

19: 94 percent / Bu₄NBr, diisopropylethylamine / CH₂Cl₂ / 120 h / Heating

20: 93 percent / MeLi / diethyl ether; diethyl ether / 0.5 h / -20 °C

21: 1) oxalyl dichloride, DMSO, 2) Et₃N / 1a) CH₂Cl₂, -78 degC, 15 min, 1b) 30 min, 2a) -78 degC, 30 min, 2b) -10 to -5 deg C, 30 min

22: 3.92 g / NaH₂PO₄, NaClO₂, 2-methylbut-2-ene / 2-methyl-propan-2-ol; H₂O / 1 h / Ambient temperature

23: 3.24 g / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 3 h / Ambient temperature

24: 83 percent / pyridinium toluene-p-sulphonate, H₂O / methanol / 48 h / Ambient temperature

25: 1) oxalyl chloride, DMSO, 2) Et₃N / 1a) CH₂Cl₂, -78 degC, 15 min, 1b) 2 h, 2) -5 to 0 degC, 30 min

26: 99 percent / m-chloroperbenzoic acid, NaHCO₃ / CH₂Cl₂ / 14 h / Ambient temperature

27: 1) Me₂CuLi / 1) THF/Et₂O, -78 degC, 8 h, 2) Et₂O, 0 degC, 2 h

28: 82 percent / pyridine, SOCl₂ / 1.5 h / -20 °C

29: 92 percent / tetrabutylammonium hydroxide, aq. LiOH / tetrahydrofuran / 30 h / Ambient temperature

30: 1) LiBF₄, 2) tris(dimethylamino)sulphonium difluorotrimethylsiliconate / 1) MeCN, 50 degC, 24 h, 2) MeCN, r.t., 4 h

31: 95 percent / diisopropylethylamine / acetonitrile / 1 h

With pyridine; hydrogenchloride; dmap; lithium hydroxide; sodium chlorite; sodium tetrahydroborate; disodium hydrogenphosphate; potassium dihydrogenphosphate; sodium dihydrogenphosphate; lithium tetrafluoroborate; n-butyllithium; thionyl chloride; baker's yeast; calcium borohydride; 2-methyl-but-2-ene; oxalyl dichloride; 3 A molecular sieve; lithium dimethylcuprate; 2,2,6,6-tetramethylpiperidinyl-lithium; tetrabutylammomium bromide; tetra(n-butyl)ammonium hydroxide; tris(dimethylamino)sulfonium trimethylsilyldifluoride; water; methyllithium; hydrogen; sodium methylate; sodium acetate; pyridinium p-toluenesulfonate; sodium hydride; sodium hydrogencarbonate; ammonium chloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; pyridinium chlorochromate; lithium hexamethyldisilazane; lithium diisopropyl amide; Sucrose; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; ethyl acetate; acetone; toluene; acetonitrile; tert-butyl alcohol;