Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate

Base Information

• Chemical Name: Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate
• CAS No.: 115118-68-8
• Molecular Formula: C14H24O6
• Molecular Weight: 288.341
• Hs Code.: 2918990090
• European Community (EC) Number: 963-225-1
• DSSTox Substance ID: DTXSID80406768
• Nikkaji Number: J1.381.192J
• Wikidata: Q82211857
• Mol file: 115118-68-8.mol

Synonyms:115118-68-8;Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate;dipropan-2-yl 3,3-dimethoxycyclobutane-1,1-dicarboxylate;1,1-bis(propan-2-yl) 3,3-dimethoxycyclobutane-1,1-dicarboxylate;MFCD06742779;1,1-CYCLOBUTANEDICARBOXYLIC ACID, 3,3-DIMETHOXY-, 1,1-BIS(1-METHYLETHYL) ESTER;AG120 Intermediates;3,3-Dimethoxy-cyclobutane-1,1-dicarboxylic acid diisopropyl ester;SZJMXTBKYMLPTJ-UHFFFAOYSA-N;SCHEMBL401326;diisopropyl3,3-dimethoxycyclobutane-1,1-dicarboxylate;DTXSID80406768;P-AMINOETHYLBENZALDEHYDEHCL;BCP07007;AKOS000320045;PB17382;AC-29200;AS-33464;SY047986;AM20070570;CS-0052773;FT-0684740;EN300-395554;A803374;J-520330;diisopropyl-3,3-dimethoxycyclobutane-1,1-dicarboxylate;Diisopropyl 3,3-dimethoxy-cyclobutane-1,1-dicarboxylate;F0001-0285;bis(1-methylethyl) 3,3-dimethoxycyclobutane-1,1-dicarboxylate;3,3-dimethoxycyclobutane-1,1-dicarboxylic acid dipropan-2-yl ester

Chemical Property of Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate

Chemical Property:

• Boiling Point: 92-94℃ (0.01 Torr)
• PSA: 71.06000
• Density: 1.10±0.1 g/cm3(Predicted)
• LogP: 1.65890
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 288.15728848
• Heavy Atom Count: 20
• Complexity: 338

Purity/Quality:

98%, ^*data from raw suppliers

Diisopropyl3,3-Dimethoxycyclobutane-1,1-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OC(=O)C1(CC(C1)(OC)OC)C(=O)OC(C)C

Technology Process of Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate

There total 4 articles about Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate 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%

1,3-dibromo-2,2-dimethoxypropane (22094-18-4) + diisopropyl malonate (13195-64-7) → 3,3-dimethoxycyclobutane-1,1-dicarboxylic acid diisopropyl ester (115118-68-8)

Guidance literature:

With sodium hydride; at 70 ℃; for 24h; Reflux;

Reference yield: 83.1%

diisopropyl malonate (13195-64-7) + 2,2-dimethoxypropane-1,3-diol (153214-82-5) → 3,3-dimethoxycyclobutane-1,1-dicarboxylic acid diisopropyl ester (115118-68-8)

Guidance literature:

diisopropyl malonate; 2,2-dimethoxypropane-1,3-diol; With triethylamine; triphenylphosphine; In tetrahydrofuran; at 0 ℃; for 0.5h; Inert atmosphere;

With di-isopropyl azodicarboxylate; In tetrahydrofuran; at 50 ℃; for 6h; Inert atmosphere;

Reference yield: 43.6%

1,3-dibromo-2,2-dimethoxypropane (22094-18-4) → 3,3-dimethoxycyclobutane-1,1-dicarboxylic acid diisopropyl ester (115118-68-8)

Guidance literature:

diisopropyl malonate; With sodium hydride; In DMF (N,N-dimethyl-formamide); at 70 ℃;

1,3-dibromo-2,2-dimethoxypropane; at 140 ℃; for 48h;

upstream raw materials:

1,3-dibromo-2,2-dimethoxypropane

diisopropyl malonate

2,2-dimethoxypropane-1,3-diol

Downstream raw materials:

3-oxocyclobutanecarboxylic acid

(1-hydroxymethyl-3,3-dimethoxycyclobutyl)methanol

3,3-bis-hydroxymethyl-cyclobutanone

C₁₇H₂₂O₃S₃

Refernces

• 1、 Radchenko, Dmytro S.,Mykhailiuk, Pavel K.,Bezdudny, Andrii V.,Komarova, Igor V.. "Trifluoromethyl-substituted analogues of 1-aminocyclobutane-1-carboxylic acid". . p. 1827 - 1829. Retrieved 2009.
• 2、 -. "Preparation method 3 - oxocyclobutane-based carboxylic acid". Paragraph 0027-0029. . Retrieved 2021/10/27.
• 3、 Tymtsunik, Andriy V.,Kokhan, Serhii O.,Ivon, Yevhen M.,Komarov, Igor V.,Grygorenko, Oleksandr O.. "Intramolecular functional group differentiation as a strategy for the synthesis of bridged bicyclic β-amino acids". . p. 22737 - 22748. Retrieved 2016/03/26.