1,2-Cyclopentanedicarboxylic acid, bis[(1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl] ester, (1R,2R)-

Base Information

Chemical Name:1,2-Cyclopentanedicarboxylic acid, bis[(1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl] ester, (1R,2R)-
CAS No.:96149-02-9
Molecular Formula:C27H46O4
Molecular Weight:434.66
Hs Code.:

Synonyms:

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Chemical Property of 1,2-Cyclopentanedicarboxylic acid, bis[(1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl] ester, (1R,2R)-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 1,2-Cyclopentanedicarboxylic acid, bis[(1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl] ester, (1R,2R)-

There total 1 articles about 1,2-Cyclopentanedicarboxylic acid, bis[(1S,2R,5S)-5-methyl-2-(1-methylethyl)cyclohexyl] ester, (1R,2R)- 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:

: 5469-66-9
propane-1,3-diol ditosylate

: 96149-05-2
bis((2R,1S,5S)-2-isopropyl-5-methylcyclohexyl)succinate

: 96149-02-9
(+)-Dimenthyl (1R,2R)-cyclopentane-1,2-dicarboxylate

Guidance literature:: With 2,2,6,6-tetramethylpiperidinyl-lithium; Yield given. Multistep reaction; 1.) THF, -78 deg C, 1 h; 2.) -78 deg C, 6 h;
DOI:10.1021/ja00297a048

Reference yield: 73.0%

: 96149-02-9
(+)-Dimenthyl (1R,2R)-cyclopentane-1,2-dicarboxylate

: 119909-62-5
(1R,2R)-cyclopentane-1,2-dicarboxylic acid mono-(+)-menthyl ester

Guidance literature:: With potassium hydroxide; dihydrogen peroxide; In methanol; at 50 ℃; for 14h;
DOI:10.1021/ja028941u

Reference yield:

: 96149-02-9
(+)-Dimenthyl (1R,2R)-cyclopentane-1,2-dicarboxylate

: 7184-60-3,97328-74-0
borrelidin

Guidance literature:: Multi-step reaction with 19 steps

1.1: 73 percent / KOH; aq. H₂O₂ / methanol / 14 h / 50 °C

2.1: oxalyl chloride / toluene / 28 h / 20 °C

3.1: 170 mg / H₂; 2,6-lutidine / Pd/C / tetrahydrofuran / 12 h / 20 °C / 3102.97 Torr

4.1: 82 percent / diethyl ether / 3 h / -78 °C

5.1: 99 percent / aq. NaOH / methanol / 26 h / 60 °C

6.1: 92 percent / NaHCO₃ / dimethylformamide / 16 h / 20 °C

7.1: 96 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

8.1: aq. OsO₄; N-methylmorpholine oxide / tetrahydrofuran / 16 h / 20 °C

9.1: 566 mg / NaIO₄ / tetrahydrofuran; H₂O / 4 h / 20 °C

10.1: 83 percent / CrCl₂ / tetrahydrofuran; dioxane / 20 h / 20 °C

11.1: 94 percent / Pd(PPh₃)4; CuI; triethylamine / 12 h / 20 °C

12.1: 94 percent / triethylamine; DAMP / CH₂Cl₂ / 2 h / 20 °C

13.1: PdCl₂(PPh₃)2; Bu₃SnH / CH₂Cl₂

13.2: I₂ / CH₂Cl₂ / 0 °C

13.3: potassium carbonate; methanol / -25 - 0 °C

14.1: 97 percent / Pd(PPh₃)4; CuI / benzene / 4 h / 80 °C

15.1: 85 percent / P₂O₅ / 12 h / 20 °C

16.1: 77 percent / trisdimethylamino sulfonyl trimethylsilyldifluoride; water / dimethylformamide / 26 h / 0 °C

17.1: 84 percent / aq. NaOH / tetrahydrofuran / 30 h / 20 °C

18.1: 2,4,6-trichlorobenzoyl chloride; triethylamine; DMAP / tetrahydrofuran; toluene / 25.5 h / 0 - 20 °C

19.1: Me₂BBr / CH₂Cl₂ / 1 h / -78 °C

With 2,6-dimethylpyridine; chromium dichloride; dmap; bis-triphenylphosphine-palladium(II) chloride; potassium hydroxide; sodium hydroxide; sodium periodate; copper(l) iodide; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; oxalyl dichloride; dimethylboron bromide; 2,4,6-trichlorobenzoyl chloride; bisacodyl; water; hydrogen; dihydrogen peroxide; tri-n-butyl-tin hydride; phosphorus pentoxide; sodium hydrogencarbonate; 4-methylmorpholine N-oxide; triethylamine; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene; 3.1: Rosenmund reduction / 11.1: Sonogashira reaction;
DOI:10.1021/ja028941u