Adding a certain compound to certain chemical reactions, such as: 13831-03-3, name is tert-Butyl propiolate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 13831-03-3, SDS of cas: 13831-03-3
(ii) Di-tert-butyl 8,8′-(((5-(2,2-dimethyl-4,20-dioxo-3,8,11,14,17-pentaoxa-5,21-diazatetracos-23-yn-24-yl)-1,3-phenylene)bis(methylene))bis(oxy))(11S,11aS,11’S, 11a’S)-bis(7-methoxy-2-methylene-5-oxo-11-((tetrahydro-2H-pyran-2-yl)oxy)-2,3,11,11a-tetrahydro-H-pyrrolo[2,1-c][1,4]benzodiazepine-10(5H)-carboxylate) (28) A catalytic amount of Pd(PPh3)4 (23.0 mg, 19.5 mumol) was added to a mixture of the iodoaryl compound 2a (1.02 g, 0.89 mmol), Boc-acetylene 27 (393 mg, 0.98 mmol), CuI (7.4 mg, 39.1 mumol), diethylamine (2.02 mL, 1.43 g, 19.5 mmol) and oven-dried 4 A molecular sieve pellets in dry DMF (9 mL) in an oven-dried sealable vessel. The mixture was degased and flushed with argon 3 times then heated in a microwave at 100 C. for 26 minutes at which point analysis by LC/MS revealed substantial product formation at retention time 1.89 minutes (ES+) m/z 1446 ([M+Na]+, ?100% relative intensity, 1424 ([M+H]+, ?15% relative intensity). The reaction mixture was allowed to cool to room temperature and was then filtered through a sinter to remove the sieves (washed with DMF). The filtrate was evaporated in vacuo and the resulting residue dissolved in DCM (100 mL) and washed with H2O (20 mL), brine (30 mL), dried (MgSO4), filtered and evaporated in vacuo to give the crude product. Purification by flash chromatography (gradient elution in 1% increments: 100% DCM to 97:3 v/v DCM/MeOH) provided the alkyne 28 as a yellow foam (882 mg, 70% yield).
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Reference:
Patent; HOWARD, Philip Wilson; FLYGARE, John A.; PILLOW, Thomas; WEI, Binqing; US2014/294868; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics