Diisopropylamine → 2-Cyanoethyl N,N-diisopropylchlorophosphoramidite

HRID 324926

Reaction equation

HRID 324926 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-6aa4939d880e47a2a8038e21f63a3f28
Source dataset
uspto-grants-2001_04
Patent number
US06221583B1

Linked notes

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