134857-22-0|tert-Butyl 9-aminononanoate| Ambeed

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Structure of tert-Butyl 9-aminononanoate
CAS No.: 134857-22-0

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Quality Control of [ 134857-22-0 ] Purity: 98% SDS Specification

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Product Details of [ 134857-22-0 ]

CAS No. :	134857-22-0
Formula :	C₁₃H₂₇NO₂
M.W :	229.36
SMILES Code :	O=C(OC(C)(C)C)CCCCCCCCN
MDL No. :	N/A
InChI Key :	ZBCMTOSSMTZXRW-UHFFFAOYSA-N
Pubchem ID :	23049667

Safety of [ 134857-22-0 ]

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H315-H318-H335
Precautionary Statements:	P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P332+P313-P362-P403+P233-P405-P501
Class:	8
UN#:	2735
Packing Group:	Ⅲ

Application In Synthesis of [ 134857-22-0 ]

* 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 [ 134857-22-0 ]

[ 134857-22-0 ] Synthesis Path-Downstream 1~11

1
[ 1401520-54-4 ]
[ 134857-22-0 ]
[ 1401520-55-5 ]

Yield	Reaction Conditions	Operation in experiment
32%	With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; DavePhos; In 1,4-dioxane; at 80℃;Inert atmosphere;	General procedure: To a solution of compound 9 (50 mg, 0.11 mmol) in anhydrous dioxane, were added potassium tert-butoxide (38 mg, 0.34 mmol), N1,N1-dimethylpropane-1,3-diamine (69 μL, 0.55 mmol) and catalytic amounts of tris(dibenzylideneacetone)-dipalladium [Pd2(dba)3] and 2-dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl [DavePhos]. The reaction was heated in a sealed tube at 80 C for 4 h. The solvent was then removed under vacuum and the residue was purified using column chromatography to obtain the compound 10 (15 mg, 26%).

References: [1]Bioorganic and Medicinal Chemistry,2012,vol. 20,p. 5850 - 5863.

2
[ 1401520-56-6 ]
[ 134857-22-0 ]
[ 1401520-57-7 ]

Yield	Reaction Conditions	Operation in experiment
47%	With tris-(dibenzylideneacetone)dipalladium(0); potassium tert-butylate; DavePhos; In 1,4-dioxane; at 80℃;Inert atmosphere;	General procedure: To a solution of compound 9 (50 mg, 0.11 mmol) in anhydrous dioxane, were added potassium tert-butoxide (38 mg, 0.34 mmol), N1,N1-dimethylpropane-1,3-diamine (69 μL, 0.55 mmol) and catalytic amounts of tris(dibenzylideneacetone)-dipalladium [Pd2(dba)3] and 2-dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl [DavePhos]. The reaction was heated in a sealed tube at 80 C for 4 h. The solvent was then removed under vacuum and the residue was purified using column chromatography to obtain the compound 10 (15 mg, 26%).

References: [1]Bioorganic and Medicinal Chemistry,2012,vol. 20,p. 5850 - 5863.

3
[ 773837-37-9 ]
[ 77383-17-6 ]
[ 134857-22-0 ]

Yield	Reaction Conditions	Operation in experiment
88.6%		Tert-butyl 8-bromooctanoate (1.87g, 6.71mmol) were dissolved in the drying DMSO (3ml) and here the sodium cyanide (2.63g , 53.68mmol) was added. The sodium iodide was added as the catalyst quantity. The reaction mixture was heated to 80-90C and it was stirred for 2-3 hours. Thereafter, it cooled with the room temperature. Diluted with chloroform and washed successively with cold water and brine. The organic layer was dried by evaporating the solvent. Cool drying the crude material was dissolved in MeOH was added anhydrous nickel chloride (0.081g, 0.625mmol). To some extent by the addition to the reaction mixture of sodium borohydride (1.65g, 43.54mmol) it was placed after the last 2-3 hours. Then the reaction mixture was filtered through celite and washed with HPLC grade MeOH. Remove the MeOH and the crude materia. Brine was worked up with water and dried. Using the chloroform solution of 5% methanol and the residue was purified by chromatography to give the pure tert-butyl 9-aminononanoate1.26g (88.6% yield) of a yellow liquid.

References: [1]Patent: KR101569966,2015,B1 .Location in patent: Paragraph 0205; 0206.

4
[ 1242137-15-0 ]
[ 134857-22-0 ]
C₃₃H₃₈F₄N₄O₄S [ No CAS ]

References: [1]Journal of Medicinal Chemistry,2019,vol. 62,p. 941 - 964.

5
[ 96042-30-7 ]
[ 134857-22-0 ]