Cas no 89007-61-4 (Cyclopropanecarboxylic acid, 2,2-dimethyl-, ethyl ester, (S)-)

Cyclopropanecarboxylic acid, 2,2-dimethyl-, ethyl ester, (S)- structure
89007-61-4 structure
Product Name:Cyclopropanecarboxylic acid, 2,2-dimethyl-, ethyl ester, (S)-
CAS No:89007-61-4
MF:C8H14O2
MW:142.195562839508
CID:616252
PubChem ID:12822744
Update Time:2024-03-01

Cyclopropanecarboxylic acid, 2,2-dimethyl-, ethyl ester, (S)- Chemical and Physical Properties

Names and Identifiers

    • Cyclopropanecarboxylic acid, 2,2-dimethyl-, ethyl ester, (S)-
    • Cyclopropanecarboxylic acid, 2,2-dimethyl-, ethyl ester, (S)- (9CI)
    • Ethyl (1S)-2,2-dimethylcyclopropanecarboxylate (ACI)
    • Ethyl (S)-2,2-dimethylcyclopropanecarboxylate
    • Inchi: 1S/C8H14O2/c1-4-10-7(9)6-5-8(6,2)3/h6H,4-5H2,1-3H3/t6-/m1/s1
    • InChI Key: OMQDMPAJKBUQSL-ZCFIWIBFSA-N
    • SMILES: C([C@H]1CC1(C)C)(=O)OCC

Computed Properties

  • Exact Mass: 142.099379685g/mol
  • Monoisotopic Mass: 142.099379685g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 3
  • Complexity: 149
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.8
  • Topological Polar Surface Area: 26.3?2

Cyclopropanecarboxylic acid, 2,2-dimethyl-, ethyl ester, (S)- Production Method

Production Method 1

Reaction Conditions
1.1 Catalysts: Hydrazine, phenyl- ,  Copper, [α,α-bis[2-butoxy-5-(1,1-dimethylethyl)phenyl]-β-[[(2-hydroxyphenyl)meth… Solvents: Dichloromethane ;  rt → 40 °C; 5 min, 40 °C
1.2 Solvents: Dichloromethane ;  40 °C; overnight, 40 °C
Reference
Catalytic asymmetric synthesis of (S)-2,2-dimethylcyclopropanecarboxamide
Chen, Rui-ye; Wang, Qi-jun; Ouyang, Luo; Xu, Dong-cheng; Li, Xin-sheng, Huaxue Shiji, 2011, 33(6), 570-572

Production Method 2

Reaction Conditions
1.1 Catalysts: Copper(I) triflate ,  2,2-Bis(4(R)-tert-butyl-1,3-oxazolin-2-yl)propane Solvents: Chloroform ;  0 °C
Reference
Copper(I) trifluoromethanesulfonate
Salomon, Robert G.; Dauban, Philippe; Dodd, Robert H., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2005, 1, 1-23

Production Method 3

Reaction Conditions
1.1 Reagents: Hydrazine, phenyl- Catalysts: (SP-4-2)-[(4S)-4-(1,1-Dimethylethyl)-N-[(4S)-4-(1,1-dimethylethyl)-4,5-dihydro-2… (siliceous mesocellular foam-supported) Solvents: Dichloromethane ;  rt
1.2 Solvents: Dichloromethane ;  2 h, 10 °C; 1 h, 10 °C → rt
Reference
Siliceous mesocellular foam-supported aza(bisoxazoline)-copper catalysts
Lim, Jaehong; Riduan, Siti Nurhanna; Lee, Su Seong; Ying, Jackie Y., Advanced Synthesis & Catalysis, 2008, 350(9), 1295-1308

Production Method 4

Reaction Conditions
1.1 Catalysts: Copper(II) triflate Solvents: Dichloromethane ;  5 h, 0 °C; 14 h, 0 °C → rt
Reference
Improved enantioselectivity of immobilized chiral bisoxazolines by partial precapping of the siliceous mesocellular foam support with trimethylsilyl groups
Lee, Su Seong; Hadinoto, Sukandar; Ying, Jackie Y., Advanced Synthesis & Catalysis, 2006, 348, 1248-1254

Production Method 5

Reaction Conditions
1.1 Catalysts: Copper(I) triflate ,  2,2-Bis(4(R)-tert-butyl-1,3-oxazolin-2-yl)propane Solvents: Chloroform ;  1 h, rt
1.2 Solvents: Chloroform ;  0 °C
1.3 Solvents: Chloroform ;  0 °C; 14 h, 0 °C → rt
Reference
Synthesis of (S)-(+)-2,2-dimethylcyclopropanecarboxamide
Wu, Likun; Zhang, Fuli, Zhongguo Yiyao Gongye Zazhi, 2011, 42(7), 491-494

Production Method 6

Reaction Conditions
1.1 Catalysts: [(4S,4′S)-2,2′-(1-Methylethylidene)bis[4-(1,1-dimethylethyl)-4,5-dihydrooxazole-… ;  rt
Reference
2,2-Bis[2-[4(S)-tert-butyl-1,3-oxazolinyl]]propane
Magnus, Angelika S.; Andersson, Pher G., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2003, 1, 1-7

Production Method 7

Reaction Conditions
1.1 Reagents: Copper(I) triflate ,  2,2-Bis(4(R)-tert-butyl-1,3-oxazolin-2-yl)propane Solvents: Chloroform ;  0 °C
Reference
Copper(I) Trifluoromethanesulfonate
Salomon, Robert G.; Dauban, Philippe; Dodd, Robert H., e-EROS Encyclopedia of Reagents for Organic Synthesis, 2001, ,

Cyclopropanecarboxylic acid, 2,2-dimethyl-, ethyl ester, (S)- Preparation Products

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