2,2-二甲基-1,3-二恶烷-5-ol

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a stirring solution of 2,2-dimethyl-[1,3]dioxan-5-ol (1.50 g, 11.35 mmol), N-hydroxyphthalimide (1.85 g, 11.35 mmol) and triphenylphosphine (2.98 g, 11.35 mmol) in anhydrous tetrahydrofuran (30 mL) at 0° C. was added diethyl azodicarboxylate (2.3 mL, 14.75 mmol). The resultant solution was allowed to warm to room temperature. After stirring for 3 hours, the mixture was concentrated in vacuo and charged with chloroform affording white solids. The solids were filtered off and filtrate was collected and concentrated. The residue was purified via silica column chromatography (4:1 hexanes/ethyl acetate) affording 2-(2,2-dimethyl-[1,3]dioxan-5-yloxy)-isoindole-1,3-dione as clear crystals (1.74 g, 55% over 2 steps): 1H NMR (400 MHz; DMSO-d6) δ 7.83 (s, 4H), 4.11-4.12 (m, 1H), 4.04-4.09 (m, 2H), 3.92-3.96 (m, 2H), 1.32 (s, 3H), 1.25 (s, 3H); MS (APCI+)=278.0. the mixture was concentrated in vacuo charged with chloroform affording white solids The solids were filtered off filtrate was collected concentrated The residue was purified via silica column chromatography (4:1 hexanes/ethyl acetate)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a CH2Cl2 (200 mL) solution of 2,2-dimethyl-1,3-dioxan-5-ol (17.0 g, 0.13 mol) at 0° C., triethylamine (20 mL) was added slowly. The reaction flask was flushed with nitrogen for 5 minutes. Methacryloyl chloride (13.5 g, 0.13 mol) was added dropwise. The reaction mixture was stirred at room temperature for 3 hours, then filtered, washed with a water solution of NaHCO3 (1M, 2×200 mL) and distilled water (2×200 mL). The filtrate was dried over MgSO4. 1,4-hydroquinone (10 mg) was added as an inhibitor and solvent was removed. The oil was dissolved in ethyl acetate (50 mL) and passed through a silica gel plug. Solvent was removed and the product was purified by distillation, yielding a colorless oil product (18.5 g, 71%). 1H NMR (300 MHz, CDCl3) δ 1.38 (s, 3H), 1.41 (s, 3H), 1.92 (s, 3H), 3.77 (d, 1H), 3.82 (d, 1H), 4.05 (d, 1H), 4.10 (d, 1H), 4.71 (m, 1H), 5.56 (s, 1H), 6.12 (s, 1H). 13C NMR (75.5 MHz, CDCl3) δ 19.2, 20.6, 23.0, 61.6, 63.2, 99.3, 123.2, 124.5, 138.1. The reaction flask was flushed with nitrogen for 5 minutes filtered washed with a water solution of NaHCO3 (1M, 2×200 mL) distilled water (2×200 mL) The filtrate was dried over MgSO4 1,4-hydroquinone (10 mg) was added as an inhibitor and solvent was removed The oil was dissolved in ethyl acetate (50 mL) Solvent was removed the product was purified by distillation

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a CH2Cl2 (200 mL) solution of 2,2-dimethyl-1,3-dioxan-5-ol (17.0 g, 0.13 mol) at 0° C., triethylamine (20 mL) was added slowly. The reaction flask was flushed with nitrogen for 5 minutes. Methacryloyl chloride (13.5 g, 0.13 mol) was added dropwise. The reaction mixture was stirred at room temperature for 3 hours, then filtered, washed with a water solution of NaHCO3 (1M, 2×200 mL) and distilled water (2×200 mL). The filtrate was dried over MgSO4. 1,4-hydroquinone (10 mg) was added as an inhibitor and solvent was removed. The oil was dissolved in ethyl acetate (50 mL) and passed through a silica gel plug. Solvent was removed and the product was purified by distillation, yielding a colorless oil product (18.5 g, 71%). 1H NMR (300 MHz, CDCl3) δ 1.38 (s, 3H), 1.41 (s, 3H), 1.92 (s, 3H), 3.77 (d, 1H), 3.82 (d, 1H), 4.05 (d, 1H), 4.10 (d, 1H), 4.71 (m, 1H), 5.56 (s, 1H), 6.12 (s, 1H). 13C NMR (75.5 MHz, CDCl3) δ 19.2, 20.6, 23.0, 61.6, 63.2, 99.3, 123.2, 124.5, 138.1. The reaction flask was flushed with nitrogen for 5 minutes filtered washed with a water solution of NaHCO3 (1M, 2×200 mL) distilled water (2×200 mL) The filtrate was dried over MgSO4 1,4-hydroquinone (10 mg) was added as an inhibitor and solvent was removed The oil was dissolved in ethyl acetate (50 mL) Solvent was removed the product was purified by distillation

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: The same procedure as in the steps (6d), (6e), and (6f) of Example 6 was repeated using 2,2-dimethyl-1,3-dioxan-5-ol obtained in the step (9a) to obtain the title compound (530 mg, total yield: 18%) as a light yellow solid. obtained in the step (9a)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a diethyl ether (150 ml) solution of 2,2-dimethyl-1,3-dioxan-5-one (15 g, 0.115 mol), lithium aluminum hydride (4.38 g, 0.115 mol) was added at 0 to 8° C. for one hour in a nitrogen atmosphere. To the reaction mixture, water (4.2 ml), a 5N aqueous sodium hydroxide solution (4.2 ml), and water (12.8 ml) were sequentially added dropwise at 0 to 10° C. The mixture was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to obtain the title compound (14.2 g, 93.4%) as a colorless oil. The mixture was dried over anhydrous sodium sulfate filtered concentrated under reduced pressure

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: The same procedure as in the steps (6d), (6e), and (6f) of Example 6 was repeated using 2,2-dimethyl-1,3-dioxan-5-ol obtained in the step (9a) to obtain the title compound (530 mg, total yield: 18%) as a light yellow solid. obtained in the step (9a)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: To a diethyl ether (150 ml) solution of 2,2-dimethyl-1,3-dioxan-5-one (15 g, 0.115 mol), lithium aluminum hydride (4.38 g, 0.115 mol) was added at 0 to 8° C. for one hour in a nitrogen atmosphere. To the reaction mixture, water (4.2 ml), a 5N aqueous sodium hydroxide solution (4.2 ml), and water (12.8 ml) were sequentially added dropwise at 0 to 10° C. The mixture was dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to obtain the title compound (14.2 g, 93.4%) as a colorless oil. The mixture was dried over anhydrous sodium sulfate filtered concentrated under reduced pressure

实验步骤: 投料: 2025/08/29 投料：取1000mL干燥单口瓶，加入SM2，用DCM溶解，室温搅拌下分批加入DCC和DMAP，搅拌30min后， 加入109696-1产物，添加完毕，反应液室温下搅拌2-3小时（期间反应液由澄清变为白色浑浊液） 后处理：停止反应，反应液抽滤，收集滤液，旋干溶剂，得淡黄色油状物。 纯化：正相柱层析法(PE:EA) 当PE:EA=15:1时，出现产物点，收集产物点，旋蒸除去溶剂， 得无色油状物。

实验步骤: 投料: 2025/08/28 投料：取1000mL单口瓶，加入SM1和甲醇，室温搅拌溶解完全，反应液冰水浴下分批加入硼氢化钠，添加完毕， 反应液冰水浴下缓慢升至室温搅拌1.5小时。 后处理：反应液冰浴下加入饱和氯化铵溶液，进行淬灭。搅拌10min后，加入水和乙酸乙酯进行萃取，收集有机相 水相用乙酸乙酯萃取两次，合并有机相，用无水硫酸钠干燥，旋蒸除去有机溶剂，得无色油状物。

实验步骤: 投料: 3.17 18:00 将原料SM1（15g,80mmol，1eq），SM2（13.7g，104mmol，1.3eq），DCC(23.1g,112mmol,1.4eq),DMAP(2g,16mmol,0.2eq),DCM溶解，常温反应过夜。 3.18　9：30　TLC(PE:EA=10:1) 没有原料剩余，有小极性点生成。 后处理　体系直接过滤，拌硅胶正相纯化，PE，EA为洗脱剂，PE：EA＝15：1时出产物，收集浓缩得17ｇ无色油状产物。

实验步骤: 投料: 3.17 12:00 将原料SM1（20g,154mmol,1eq）加入500ml单口瓶中，甲醇溶解（150ml）,在冰水浴下加入硼氢化钠，加入完毕室温反应2h. 14:00 GCMS（106725-1-1）出掉甲基的信号，没有原料信号，有产物MS 后处理 体系中加入饱和氯化铵淬灭，直至体系不在冒泡，加水，用EA（300ml*3）萃取，浓缩，得13g无水油状产物。