Diisopropylamine → 2-Cyanoethyl N,N-diisopropylchlorophosphoramidite

HRID 1870074Notes

Reaction equation

HRID 1870074 reaction equation
[Cl:1][P:2](Cl)[O:3][CH2:4][CH2:5][C:6]#[N:7].[CH:9]([N:12]([CH:15]([CH3:17])[CH3:16])CC)([CH3:11])[CH3:10].C(NC(C)C)(C)C>ClCCl.CN(C1C=CN=CC=1)C>[CH:9]([N:12]([P:2]([Cl:1])[O:3][CH2:4][CH2:5][C:6]#[N:7])[CH:15]([CH3:17])[CH3:16])([CH3:11])[CH3:10]

Participants

6

Reactant 3

HCID 7912DiisopropylamineHCID 81531DiisopropylethylamineHCID 195897Phosphorodichloridous acid, 2-cyanoethyl ester

Product 1

HCID 27348442-Cyanoethyl N,N-diisopropylchlorophosphoramidite

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of 0.54 mL (4.0 mmol) of dichloro(β-cyano)ethoxyphosphine in 40 mL of dichloromethane cooled in an ice-water bath was added 10 mL of diisopropylethylamine, followed by adding 0.64 mL (4.0 mmol) of diisopropylamine under Argon. The reaction mixture was warmed up to room temperature and stirred for 2 h. After adding 0.1 gm of DMAP into the solution, the reaction mixture is ready for the next step reaction.

Workup

  1. customthe reaction mixture is ready for the next step reaction

Sources & evidence

ORD record
ord-edebc941a4a54671afff4ed783ad1cef
Source dataset
uspto-grants-2000_08
Patent number
US06096273

Reaction notes

Loading…