pres 1-solid phase
DESCRIPTION
chem of moleculesTRANSCRIPT
Commercial-in-confidence 1
Solid Phase Chemistry
Fmoc-β-Ala-OH-Wang
Resin
Fmoc-β-Ala-Chlorotrityl
Resin (Prepared from 2-
Chlorotrityl Chloride
Resin, Fmoc- β-Alanine,
DIEA and DCM)
ResinO
O
O
NH.Fmoc
Resin Cl
Cl
Resin O
O
NH.Fmoc
Cl
Commercial-in-confidence 2
β-Ala-Py-Py-Py-L4-Im-Im-Im
N
N
O
NH
N
N
NH
O
N
N
NH
O
N
HN
N
HN
O
O
N
HN
O
O
HN
O
HO
Commercial-in-confidence 3
β-Ala-Py-Py-Py-L4-Im-Im-Im
Read Only Resin: 0.28 mmol
Py x 3: 0.62 mmol x 3
L4: 0.62 mmol
Fmoc-Im-COOH x 2 (Im E): 0.62 mmol x 2
Im-COOH: 0.62 mmol
Coupling:
1. Py x 3 (3.5 h x 3)
2. L4 (3.5 h)
3. Im E (4 h and 1 h with dmso, this is for the coupling of the first Im ring)
4. Im E (9 h and 1 h with dmso)
5. Im-COOH (9 h)
Commercial-in-confidence 4
β-Ala.NH.Fmoc
NH.Fmoc
O
Resin
Cl
Commercial-in-confidence 5
β-Ala-NH2
NH2
O
Resin
Cl
Commercial-in-confidence 6
β-Ala-Py.NH.Fmoc
N
NH.Fmoc
O
HN
O
Resin
Cl
Commercial-in-confidence 7
β-Ala-Py-Py
N
HN
N
NH.Fmoc
O
O
HN
O
Resin
Cl
Commercial-in-confidence 8
β-Ala-Py-Py-Py
N
HN
N
HN
O
O
N
NH.Fmoc
O
HN
O
Resin
Cl
Commercial-in-confidence 9
β-Ala-Py-Py-Py-L4
Fmoc.HN
N
HN
N
HN
O
O
N
HN
O
O
HN
O
Resin
Cl
Commercial-in-confidence 10
β-Ala-Py-Py-Py-L4-Im
Fmoc.HNN
N
NH
O
N
HN
N
HN
O
O
N
HN
O
O
HN
O
Resin
Cl
Commercial-in-confidence 11
β-Ala-Py-Py-Py-L4-Im-Im
Fmoc.HNN
N
NH
O
N
N
NH
O
N
HN
N
HN
O
O
N
HN
O
O
HN
O
Resin
Cl
Commercial-in-confidence 12
β-Ala-Py-Py-Py-L4-Im-Im-Im
N
N
O
NH
N
N
NH
O
N
N
NH
O
N
HN
N
HN
O
O
N
HN
O
O
HN
O
Resin
Cl