(S)-tert-butyl (1-(2-(2-(2-(diethoxyphosphoryl)ethoxy)ethoxy)ethoxy)propan-2-yl)carbamate → (S)-diethyl (2-(2-(2-(2-aminopropoxy)ethoxy)ethoxy)ethyl)phosphonate

HRID 2407935Notes

Reaction equation

HRID 2407935 reaction equation
[CH2:1]([O:3][P:4]([CH2:9][CH2:10][O:11][CH2:12][CH2:13][O:14][CH2:15][CH2:16][O:17][CH2:18][C@@H:19]([NH:21]C(=O)OC(C)(C)C)[CH3:20])([O:6][CH2:7][CH3:8])=[O:5])[CH3:2]>O1CCOCC1>[NH2:21][C@@H:19]([CH3:20])[CH2:18][O:17][CH2:16][CH2:15][O:14][CH2:13][CH2:12][O:11][CH2:10][CH2:9][P:4](=[O:5])([O:3][CH2:1][CH3:2])[O:6][CH2:7][CH3:8]

Participants

3

Reactant 1

HCID 86678314(S)-tert-butyl (1-(2-(2-(2-(diethoxyphosphoryl)ethoxy)ethoxy)ethoxy)propan-2-yl)carbamate

Product 1

HCID 86678313(S)-diethyl (2-(2-(2-(2-aminopropoxy)ethoxy)ethoxy)ethyl)phosphonate

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of (S)-tert-butyl (1-(2-(2-(2-(diethoxyphosphoryl)ethoxy)ethoxy)ethoxy)propan-2-yl)carbamate (1 eq) in 4N HC1/dioxane (0.4 M) was stirred at 25° C. for 1 hour. The reaction mixture was concentrated en vaccuo to give the title product as a colorless viscous oil.

Workup

  1. concentrationThe reaction mixture was concentrated en vaccuo

Sources & evidence

ORD record
ord-0c355eae987b4fc9b44b485a0035ea0e
Source dataset
uspto-grants-2014_08
Patent number
US08808703B2

Reaction notes

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