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HRID1399554

反应详情

EQUATION

反应方程式

HRID 1399554 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：CCC/C=C(\O[Si](C)(C)C(C)(C)C)c1cccc(Cl)c1
HCID46838071

未命名化合物

PRODUCTS

生成物

1
结构：CCC[C@@H](O)C(=O)c1cccc(Cl)c1
HCID46838212

未命名化合物

收率 86.8%

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 10k was synthesized by a procedure similar to that described for (R)-10a using (Z)-tert-butyl(1-(3-chlorophenyl)pent-1-enyloxy)dimethylsilane (9k, 4.1 g, 0.013 mol), AD-mix-β (18.5 g), and CH3SO2NH2 (1.3 g, 0.014 mol) in tert-butyl alcohol-water (50 mL:50 mL). The reaction was quenched with sodium sulfite (13.2 g). After purification, 2.4 g (77%) of the desired product was isolated: [α]20D +33.3° (c 1.1, CHCl3); 1H NMR (CDCl3) δ 7.91-7.87 (m, 1H), 7.80-7.75 (m, 1H), 7.63-7.17 (m, 1H), 7.45 (t, 1H, J=7.6 Hz), 5.08-5.00 (m, 1H), 3.58 (d, 1H, J=6.5 Hz), 1.89-1.75 (m, 1H), 1.61-1.35 (m, 3H), 0.93 (t, 3H, J=7.2 Hz); 13C NMR (CDCl3) δ 201.1, 135.4, 133.8, 130.2, 128.6, 126.5, 73.2, 37.8, 18.2, 13.8. C11H13ClO2.

WORKUP

后处理

  1. customCompound 10k was synthesized by a procedure similar to
  2. customThe reaction was quenched with sodium sulfite (13.2 g)
  3. customAfter purification