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HRID964702

反应详情

EQUATION

反应方程式

HRID 964702 的结构方程式

REACTANTS

反应物

6
结构：O
HCID962

Water

H2O

结构：CCCCCCCCN(CCCCCCCC)CCCCCCCC
HCID14227

Trioctylamine

C24H51N

结构：O=P([O-])([O-])O[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O.[K+].[K+]
HCID87916

未命名化合物

结构：CCCCCCCC[NH+](CCCCCCCC)CCCCCCCC
HCID3819846

未命名化合物

结构：C1CCC(N=C(NC2CCCCC2)N2CCOCC2)CC1.O=c1ccn([C@@H]2O[C@H](COP(=O)(O)N3CCOCC3)[C@@H](O)[C@H]2O)c(=O)[nH]1
HCID11650518

N,N'-Dicyclohexylmorpholine-4-carboximidamide--5'-O-[hydroxy(morpholin-4-yl)phosphoryl]uridine (1/1)

C30H51N6O10P

结构：c1nnn[nH]1
HCID178418441

未命名化合物

PRODUCTS

生成物

1
结构：O=c1ccn([C@@H]2O[C@H](COP(=O)(O)OP(=O)(O)O[C@H]3O[C@H](CO)[C@H](O)[C@H](O)[C@H]3O)[C@@H](O)[C@H]2O)c(=O)[nH]1
HCID18068

Uridine diphosphate galactose

C15H24N2O17P2

收率 91%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：c1ccncc1
溶剂HCID1049

Pyridine

C5H5N

PROCEDURE

实验过程

Dipotassium α-D-galactosyl phosphate (1.0 equivalents, Sigma), containing 5.5 mol H2O, (110 mg, 253 μmol) was converted into the trioctylammonium salt using 110 μL (253 μmol) trioctylamine and reacted with uridine 5'-monophospho morpholidate 4-morpholine-N,N'-dicyclohexylcarboxamidine salt (296 mg, 404 μmol) and 1H-tetrazole (57 mg, 808 μmol) in dry pyridine (1.25 mL) as described for 32. Purification on a Bio-Gel P-2 column (2.5×95 cm), eluated with 250 mM NH4HCO3, and precipitation from H2 O/MeOH/acetone gave 34 (134 mg, 91%) as a white solid after lyophilization (Rf 0.40, 2:1 i-PrOH/1M NH4OAc). The 1H NMR spectral data were in agreement with the published ones (Heidlas et al. J. Org. Chem. 1992, 57, 152-157).

WORKUP

后处理

  1. customPurification on a Bio-Gel P-2 column (2.5×95 cm)
  2. customeluated with 250 mM NH4HCO3, and precipitation from H2 O/MeOH/acetone