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HRID1399547

反应详情

EQUATION

反应方程式

HRID 1399547 的结构方程式

REACTANTS

反应物

3
结构：CS(N)(=O)=O
HCID72879

Methanesulfonamide

CH5NO2S

结构：CC[C@H]1CN2CC[C@H]1C[C@@H]2[C@@H](Oc1nnc(O[C@@H](c2ccnc3ccc(OC)cc23)[C@H]2C[C@@H]3CCN2C[C@@H]3CC)c2ccccc12)c1ccnc2ccc(OC)cc12
HCID11217202

(DHQD)2PHAL

C48H54N6O4

结构：C/C=C(\O[Si](C)(C)C(C)(C)C)c1cccc(F)c1
HCID46837928

未命名化合物

PRODUCTS

生成物

1
结构：C[C@@H](O)C(=O)c1cccc(F)c1
HCID46838072

未命名化合物

收率 87.2%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CC(C)(C)O.O
溶剂HCID71401949

2-Methylpropan-2-ol--water (1/1)

C4H12O2

PROCEDURE

实验过程

Compound 10c was synthesized by a procedure similar to that described for (R)-10a using (Z)-tert-butyl(1-(3-fluorophenyl)prop-1-enyloxy)dimethylsilane, (9c, 8.0 g, 0.030 mol), AD-mix-β (42.1 g), and CH3SO2NH2 (2.90 g, 0.0301 mol) in tert-butyl alcohol-water (120 mL:120 mL). The reaction was quenched with sodium sulfite (30.1 g). After purification, 4.4 g (87%) of the desired product 10c was isolated: [α]20D +58.1° (c 3.2, CHCl3); 1H NMR (CDCl3) δ 7.74-7.59 (m, 2H), 7.54-7.45 (m, 1H), 7.37-7.28 (m, 1H), 5.19-5.07 (m, 1H), 1.76 (d, 1H, J=6.3 Hz), 1.46 (d, 3H, J=6.9 Hz); 13C NMR (CDCl3) δ 201.6, 164.9, 131.0, (d), 124.7, 121.3 (d), 115.8 (d), 69.9, 22.4. C9H9FO2.

WORKUP

后处理

  1. customCompound 10c was synthesized by a procedure similar to
  2. customThe reaction was quenched with sodium sulfite (30.1 g)
  3. customAfter purification