Diisopropylamine → 2-Cyanoethyl N,N-diisopropylchlorophosphoramidite

HRID 130285

Reaction equation

HRID 130285 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 195897beta-Cyanoethyl phosphorodichloridite

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-1f09ddb2ebd64198839d633289cfe614
Source dataset
uspto-grants-2008_06
Patent number
US07381533B2

Linked notes

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