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Chemistry
Organic Building Blocks
Esters
oxohexanoic
6-(tert-Butoxy)-6-oxohexanoic acid
Chemistry
Organic Building Blocks
Esters
Carboxylic Acids Aliphatic Chain Hydrocarbons
oxohexanoic

[ CAS No. 52221-07-5 ] {[proInfo.proName]}

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 52221-07-5
Chemical Structure| 52221-07-5
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Product Details of [ 52221-07-5 ]

CAS No. :52221-07-5 MDL No. :MFCD24479669
Formula : C10H18O4 Boiling Point : -
Linear Structure Formula :- InChI Key :SNOPFBNMUDQLMF-UHFFFAOYSA-N
M.W : 202.25 Pubchem ID :15908937
Synonyms :

Safety of [ 52221-07-5 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 52221-07-5 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 52221-07-5 ]

[ 52221-07-5 ] Synthesis Path-Downstream   1~13

  • 1
  • [ 52221-07-5 ]
  • [ 124-04-9 ]
  • [ 115-11-7 ]
Reference： [1]Recueil des Travaux Chimiques des Pays-Bas,1944,vol. 63,p. 189
  • 2
  • [ 52221-07-5 ]
  • [ 234081-53-9 ]
  • [ 234081-72-2 ]
Reference： [1]Chemistry and Physics of Lipids,2002,vol. 119,p. 51 - 68
[2]Chemical Communications,1999,p. 823 - 824
  • 3
  • [ 124-04-9 ]
  • [ 75-65-0 ]
  • [ 52221-07-5 ]
Reference： [1]Chemistry and Physics of Lipids,2002,vol. 119,p. 51 - 68
[2]Chemical Communications,1999,p. 823 - 824
  • 5
  • di-<i>tert</i>-butyl adipate [ No CAS ]
  • [ 52221-07-5 ]
Reference： [1]Recueil des Travaux Chimiques des Pays-Bas,1939,vol. 58,p. 1058
  • 6
  • [ 52221-07-5 ]
  • [ 229467-51-0 ]
  • [ 497266-22-5 ]
Reference： [1]Chemistry and Physics of Lipids,2002,vol. 119,p. 51 - 68
  • 7
  • [ 10265-92-6 ]
  • [ 52221-07-5 ]
  • [ 548757-65-9 ]
Reference： [1]Journal of Agricultural and Food Chemistry,2003,vol. 51,p. 3695 - 3703
  • 8
  • [ 52221-07-5 ]
  • 6-(O,S-dimethylthiophosphoramido)-6-oxohexanoic acid [ No CAS ]
Reference： [1]Journal of Agricultural and Food Chemistry,2003,vol. 51,p. 3695 - 3703
  • 9
  • [ 52221-07-5 ]
  • 6-(methoxy-methylsulfanyl-phosphorylamino)-6-oxo-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester [ No CAS ]
Reference： [1]Journal of Agricultural and Food Chemistry,2003,vol. 51,p. 3695 - 3703
  • 10
  • [ 52221-07-5 ]
  • 5-[(S)-2-((S)-1,2-Bis-hexadecylcarbamoyl-ethylcarbamoyl)-1-carboxy-ethylcarbamoyl]-pentanoic acid [ No CAS ]
Reference： [1]Chemistry and Physics of Lipids,2002,vol. 119,p. 51 - 68
[2]Chemistry and Physics of Lipids,2002,vol. 119,p. 51 - 68
[3]Chemical Communications,1999,p. 823 - 824
  • 11
  • [ 52221-07-5 ]
  • [ 234081-82-4 ]
Reference： [1]Chemistry and Physics of Lipids,2002,vol. 119,p. 51 - 68
[2]Chemical Communications,1999,p. 823 - 824
  • 12
  • [ 2033-24-1 ]
  • [ 79-37-8 ]
  • [ 52221-07-5 ]
  • [ 431936-03-7 ]
YieldReaction ConditionsOperation in experiment
60% With pyridine; In N-methyl-acetamide; methanol; dichloromethane; 1-Methyl, 8-tert-butyl 3-oxo-1,8-octanedioate A solution of <strong>[52221-07-5]mono-tert-butyl adipate</strong> (7.8 g, 37.5 mmol) in dichloromethane (175 ml) was treated with oxalyl chloride (9.8 ml, 112.5 mmol) followed by ten drops of dimethylformamide. The reaction was stirred at room temperature for 1 hour. The solvent was evaporated and the residue was dried under vacuum. To a solution of 2,2-dimethyl-1,3-dioxane-4,6-dione (5.42 g, 37.6 mmol) in dichloromethane (30 ml) at 0° C. was added pyridine (6.1 ml, 75 mmol) followed by the crude acid chloride in a solution of dichloromethane (30 ml). The reaction was stirred at 0° C. for 1 hour and at room temperature for 2 hours. The reaction was then washed with water and dried over anhydrous magnesium sulfate, filtered and concentrated. The crude residue was then dissolved in methanol and refluxed for 3 hours. The solvent was evaporated and the residue was purified by silica gel chromatography to give the title material (5.82 g, 60percent) as an oil.
Reference： [1]Patent: US6414179,2002,B1
  • 13
  • [ 52221-08-6 ]
  • [ 52221-07-5 ]
YieldReaction ConditionsOperation in experiment
85% With sodium hydroxide; In tetrahydrofuran; ethanol; Mono-tert-butyl adipate A solution of methyl tert-butyl adipate (9.9 g, 45.8 mmol) in ethanol (70 ml) and tetrahydrofuran (70 ml) was stirred with aqueous sodium hydroxide (1N, 137 ml, 137 mmol) at 0° C. for 2 hours. The mixture was then diluted with water and washed with dichloromethane (2*). The mixture was diluted with dichloromethane and acidified with aqueous hydrochloric acid (1N, 150 ml). The organic layer was separated and the aqueous phase was extracted with dichloromethane. The combined organic layers were dried over anhydrous magnesium sulfate, filtered and concentrated to give the title material (7.82 g, 85percent). 1H NMR (C6D6, delta, ppm): 1.48 (9H, s, -OtBu), 1.52 (4H, m, -(CH2)2-), 2.05-2.10 (4H, m, 2*-CH2COO-).
85% Step 26-fert-Butoxy-6-oxohexanoic Acid.11CA solution of 11B (10.3 g, 47.6 mmol) and LiOH (1.26 g, 52.8 mmol) in 3:1 :1 MeOH/THF/hbO (50 mL) was stirred at room temperature for 16 h. The " reaction was diluted with EtOAc and washed with saturated aqueous Na2C03. The aqueous layer was separated and acidified with 1 N HCI, then extracted with EtOAc. The combined organics were washed with brine, dried (Na2S04), filtered and concentrated to yield 11 C (8.14 g, yield = 85percent): H NMR (300 MHz, CDCI3) delta 10.67 (br s, 1 H), 2.50-2.10 (m, 4H), 1.65 (m, 4H), 1.44 (s, 9H).
Reference： [1]Patent: US6414179,2002,B1
[2]Patent: WO2012/51036,2012,A1 .Location in patent: Page/Page column 77-78

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Technical Information

• Acyl Group Substitution • Arndt-Eistert Homologation • Bouveault-Blanc Reduction • Catalytic Hydrogenation • Complex Metal Hydride Reductions • Ester Cleavage • Heat of Combustion • Hunsdiecker-Borodin Reaction • Passerini Reaction • Preparation of Amines • Preparation of Carboxylic Acids • Reactions of Amines • Reactions of Carboxylic Acids • Reactions with Organometallic Reagents • Schmidt Reaction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Ugi Reaction
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