Dicyclohexylcarbodiimide → HCID 6481845, compound

HRID 1679872Notes

Reaction equation

HRID 1679872 reaction equation
[CH2:1]([C:3]1[C:4](=[O:21])[NH:5][C:6](=[O:20])[N:7]([CH:19]=1)[C@@H:8]1[O:15][C@H:12]([CH2:13][OH:14])[C@@:10](C(=O)C)([OH:11])[CH2:9]1)[CH3:2].C1(N=C=NC2CCCCC2)CCCCC1.[P:37]([O-])([O-:44])([O:39]CCC#N)=[O:38].N.C(O)(C)C.O>N1C=CC=CC=1>[P:37]([O:14][CH2:13][C@H:12]1[O:15][C@@H:8]([N:7]2[CH:19]=[C:3]([CH2:1][CH3:2])[C:4](=[O:21])[NH:5][C:6]2=[O:20])[CH2:9][C@@H:10]1[OH:11])([OH:44])([OH:39])=[O:38]

Participants

6

Reactant 4

HCID 10868DicyclohexylcarbodiimideHCID 4064087beta-Cyanoethyl phosphateHCID 54428309HCID 54428309, compoundHCID 86640756HCID 86640756, compound

Product 1

HCID 6481845HCID 6481845, compoundYield 62%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 0.3 g (0,001 mole) of 5-ethyl-3'-acetyl-2'-desoxyuridine, 1.2 g of dicyclohexylcarbodiimide and 2 ml of a pyridine solution of 0.002 mole of β-cyanoethyl phosphate were reacted to obtain 200 mg (62% yield) of 5-ethyl-2'-desoxyuridine-5'-monophosphate with an Rf=0.17 [1-7-2 ammonia-isopropanol-water mixture].

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-6222a14669f64033b20b62f2e3321a59
Source dataset
uspto-grants-1981_06
Patent number
US04271153

Reaction notes

Loading…