Diisopropylamine → 2-Cyanoethyl N,N-diisopropylchlorophosphoramidite

HRID 131070

Reaction equation

HRID 131070 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 1.9 mL (1 3.8 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 2.3 mL (13.8 mmol) of diisopropylamine under Argon. The reaction by 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 next step reaction.

Workup

  1. customThe reaction by mixture
  2. customthe reaction mixture is ready for next step reaction

Sources & evidence

ORD record
ord-2f2b1cbbf86d4296add64e3c31a8121b
Source dataset
uspto-grants-2008_06
Patent number
US07384749B2

Linked notes

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