Fmoc-Pro-OH → (6S)-1,4-Diazabicyclo(4.3.0)nonane

HRID 1941138Notes

Reaction equation

HRID 1941138 reaction equation
C[C@@H:2]1[NH:10][CH2:9][C@H:8]2[N:4]([CH2:5][CH2:6][CH2:7]2)[CH2:3]1.C(N1CCC[C@H]1C(O)=O)(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O.Cl.COC(=O)[C@H](C)N>>[N:4]12[CH2:5][CH2:6][CH2:7][C@H:8]1[CH2:9][NH:10][CH2:2][CH2:3]2

Participants

4

Reactant 3

HCID 688135Fmoc-Pro-OHHCID 2733257Alanine methyl ester hydrochlorideHCID 24903578179457-89-7

Product 1

HCID 781249(6S)-1,4-Diazabicyclo(4.3.0)nonaneYield 14%

Procedure

(3S,6S)-3-methyl-1,4-diazabicyclo[4.3.0]nonane, 14% yield, from N-Fmoc-L-proline and L-alanine methyl ester hydrochloride.

Sources & evidence

ORD record
ord-46ddfb40164746cfb7261418288f9a9f
Source dataset
uspto-grants-1997_12
Patent number
US05703072

Reaction notes

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