Phosphonic acid, dimethyl ester → (1SR,8RS)-5-tert-Butyl-11,11-dimethyl-3,4-diaza-tricyclo[6.2.1.02,7]undeca-2.4.6-triene

HRID 1985614Notes

Reaction equation

HRID 1985614 reaction equation
[CH3:1][C:2]1([CH3:11])[CH:6]2[CH2:7][CH2:8][CH:3]1[C:4](=O)[C:5]2=O.COP(=O)OC.O.[NH2:19][NH2:20]>>[C:2]([C:3]1[CH:4]=[C:5]2[C:4]([CH:3]3[C:2]([CH3:11])([CH3:1])[CH:6]2[CH2:7][CH2:8]3)=[N:20][N:19]=1)([CH3:11])([CH3:6])[CH3:1]

Participants

4

Reactant 3

HCID 13361Phosphonic acid, dimethyl esterHCID 24654Hydrazine hydrate (1:1)HCID 38024027,7-Dimethylbicyclo[2.2.1]heptane-2,3-dione

Product 1

HCID 69059876(1SR,8RS)-5-tert-Butyl-11,11-dimethyl-3,4-diaza-tricyclo[6.2.1.02,7]undeca-2.4.6-triene

Procedure

white solid MS (ESI): 231 (MH+). Prepared from 7,7-dimethyl-bicyclo[2.2.1]heptane-2,3-dione (Childs, Ronald F.; Rogerson, Carol V.; J. Am. Chem. Soc.; EN; 102; 12; 1980; 4159), 3,3-dimethyl-2-oxo-butyl)-phosphonic acid dimethyl ester, hydrazine monohydrate.

Sources & evidence

ORD record
ord-e8c56b1d43a742be855d6d4ab8792242
Source dataset
uspto-grants-2009_06
Patent number
US07547697B2

Reaction notes

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