huagongshe.com
HRID2224030

反应详情

EQUATION

反应方程式

HRID 2224030 的结构方程式

REACTANTS

反应物

3
结构：O
HCID962

Water

H2O

结构：c1ccc(P(c2ccccc2)c2ccccc2)cc1
HCID11776

Triphenylphosphine

C18H15P

结构：CO[C@@H](C(=O)N[C@H]1CC[C@@H](OCCCCCCN=[N+]=[N-])CN(C)C1=O)[C@H](O)[C@@H](O)[C@H](O)/C=C/C(C)(C)C
HCID59840149

未命名化合物

PRODUCTS

生成物

1
结构：CO[C@@H](C(=O)N[C@H]1CC[C@@H](OCCCCCCN)CN(C)C1=O)[C@H](O)[C@@H](O)[C@H](O)/C=C/C(C)(C)C
HCID59716400

未命名化合物

收率 85%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：ClCCl
溶剂HCID6344

Dichloromethane

CH2Cl2

结构：C1CCOC1
溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

To a stirred solution of (E)-(2R,3R,4S,5R)-3,4,5-trihydroxy-2-methoxy-8,8-dimethyl-non-6-enoic acid [(3S,6R)-6-(6-azido-hexyloxy)-1-methyl-2-oxo-azepan-3-yl]-amide (0.13 g, 0.25 mmol) in THF (2 mL) is added H2O and triphenylphosphine (0.120 g, 0.5 mmol). After 8 h the reaction solution is evaporated under vacuum to give a semisolid residue that is dissolved in CH2Cl2 (10 mL), adsorbed on silica and chromatographed (CH2Cl2/NH3 to 25% CH3OH/CH2Cl2/NH3 gradient) to give 0.106 g (85%) of (E)-(2R,3R,4S,5R)-3,4,5-trihydroxy-2-methoxy-8,8-dimethyl-non-6-enoic acid [(3S,6R)-6-(6-amino-hexyloxy)-1-methyl-2-oxo-azepan-3-yl]-amide as a white solid. MS (ESI) 502.1 (M+H)+

WORKUP

后处理

  1. customAfter 8 h the reaction solution is evaporated under vacuum
  2. customto give a semisolid residue that
  3. customchromatographed (CH2Cl2/NH3 to 25% CH3OH/CH2Cl2/NH3 gradient)