dl-complicatic acid

Base Information

Chemical Name:dl-complicatic acid
CAS No.:55123-40-5
Molecular Formula:C₁₅H₁₈O₄
Molecular Weight:262.306
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 dl-complicatic acid

Chemical Property:

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Technology Process of dl-complicatic acid

There total 25 articles about dl-complicatic acid 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: 40.0%

: 55093-82-8,55123-39-2,60828-59-3,85799-05-9
4α-carboxy-1β,4β-dimethyl-11-methylene-(2α,6α)-tricyclo<6.3.0.0^2,6>undec-8-en-10-one

: 51741-93-6,55123-34-7,55123-40-5
dl-complicatic acid

Guidance literature:: With dihydrogen peroxide; sodium hydrogencarbonate; In methanol; water; for 1.5h; Ambient temperature;
DOI:10.1021/jo00364a023

Reference yield:

: 7686-77-3
3-cyclopentene-1-carboxylic acid

: 51741-93-6,55123-34-7,55123-40-5
dl-complicatic acid

Guidance literature:: Multi-step reaction with 15 steps

1: 84 percent / conc. H₂SO₄ / diethyl ether / 96 h / Ambient temperature

2: 1.) lithium diisopropylamide / 1) THF, hexane, -78 deg C (5 min), -10 deg C (10 min); 2) THF, hexane, -78 deg C --> room temperature

3: 50 percent / zinc-copper couple, phosphorus oxychloride / diethyl ether / 3 h

4: 1.) Li(CH₃)2Cu / 1) THF, ether, -78 --> -50 deg C, 30 min; 2) HMPA, -78 deg C

5: diethyl ether; methanol / 82 h / -35 °C

6: 2.50 g / sodium borohydride / methanol / 0.17 h / 0 °C

7: 0.740 g / aq. Cr(ClO₄)2, NH₂CH₂CH₂NH₂ / dimethylformamide / 1.5 h

8: Zn-Cu, phosphorus oxychloride / diethyl ether / 1) 28 deg C, 4.5 h; 2) 17 deg C, overnight

9: diethyl ether; methanol / 0.5 h / Ambient temperature

10: 0.510 g / Zn, glacial acetic acid / 4.5 h / 85 °C

11: 58 percent Turnov_. / palladium(II) chloride, palladium(II) acetate, oxygen / dioxane; H₂O / 5 h / 85 °C

12: 99 percent / AlBr₃ / tetrahydrothiophene / 69 h

13: 1.) lithium bis(trimethylsilyl)amide / 1) THF, -78 --> -35 deg C; 2) THF, -35 deg C --> room temperature

14: 40 mg / aq. formalin, potassium carbonate / acetone

15: aq. H₂O₂, aq. sodium hydroxide / ethanol / 4 h / -35 °C

With sodium hydroxide; sodium tetrahydroborate; formaldehyd; aluminum tri-bromide; zinc copper; chromium(II) perchlorate; sulfuric acid; lithium dimethylcuprate; dihydrogen peroxide; oxygen; palladium diacetate; copper; potassium carbonate; acetic acid; ethylenediamine; palladium dichloride; lithium hexamethyldisilazane; zinc; lithium diisopropyl amide; trichlorophosphate; In thiophene; 1,4-dioxane; methanol; diethyl ether; ethanol; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/ja00346a054

Reference yield:

: 70004-11-4
methyl (2R*,3aS*,3bR*,7aR*)-2,3,3a,3b,4,5,7,7a-octahydro-2,3b-dimethyl-5-oxo-1H-cyclopenta pentalene-2-carboxylate

: 51741-93-6,55123-34-7,55123-40-5
dl-complicatic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / AlBr₃ / tetrahydrothiophene / 69 h

2: 1.) lithium bis(trimethylsilyl)amide / 1) THF, -78 --> -35 deg C; 2) THF, -35 deg C --> room temperature

3: 40 mg / aq. formalin, potassium carbonate / acetone

4: aq. H₂O₂, aq. sodium hydroxide / ethanol / 4 h / -35 °C

With sodium hydroxide; formaldehyd; aluminum tri-bromide; dihydrogen peroxide; potassium carbonate; lithium hexamethyldisilazane; In thiophene; ethanol; acetone;
DOI:10.1021/ja00346a054