UC0023

SMILES: c1(ccc(c(c1)O)O)C(CNC)O
CAS: 329-65-7
Sigma-Aldrich: E1635-5G $38.00 (racemic)
NAME: 4-[1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol
NAME: epinephrine; adrenaline

Can be used to make the aldehyde UC0008

UC0022

SMILES: O=CCCC(N)=O
NAME: 4-oxobutanamide

UC0021

SMILES: O=CCO
CAS: 141-46-8
NAME: hydroxyacetaldehyde
Just got an email back from City Chemicals - they don't carry it anymore.

UC0020

SMILES: Oc1ccc(cc1O)C(O)C=O
NAME: (3,4-dihydroxyphenyl)(hydroxy)acetaldehyde

UC0019

SMILES: OC(=O)C(NC(=O)OC(C)(C)C)Cc1cccs1
NAME: 2-[(tert-butoxycarbonyl)amino]-3-(2-thienyl)propanoic acid
CAS: 56675-37-7
Sigma-Aldrich: 15501-1G-F $135.50

UC0018

SMILES: NCCC(O)C(O)CO
NAME: 5-aminopentane-1,2,3-triol

UC0017

SMILES: CC(C)(C)OC(=O)NCCCCC=O
NAME: tert-butyl(5-oxopentyl)carbamate

UC0016

from malaria37-006
SMILES: N1([CH](C(N[CH](C1=O)Cc1ccccc1)=O)CCCN)CC[CH]([CH](CO)O)O

UC0015

from malaria37-005
SMILES: N1([CH](C(N[CH](C1=O)CC(C)C)=O)Cc1cc(c(cc1)O)O)Cc1ncccc1

UC0014

SMILES: NCc1ccc(c(c1)O)O
NAME: 4-(aminomethyl)benzene-1,2-diol

UC0013

Source: malaria37-004
SMILES: C1(N(C(C(NC1=O)Cc2ccc(cc2)I)=O)Cc3ccc(c(c3)O)O)CCCCNC

UC0012

SMILES c1cccc(c1)C[N+]#[C-]
CAS: 10340-91-7
Benzyl isocyanide
(isocyanomethyl)benzene
Sigma-Aldrich: 133299-1G $57.80
HMR obtained 2006-8-7
CMR (300MHz Varian Inova)
JCAMP H NMR (300MHz, CD3OD) 2007-01-15
JCAMP C NMR (300MHz, CD3OD) 2007-01-15
JCAMP HMR (300MHz, Acetone-D6)
JCAMP C NMR (300 MHz, Acetone-D6)

UC0011

SMILES: C=1CCCCC=1[N+]#[C-]
CAS: 1121-57-9
SOURCE: http://www.priaton.de
NAME: 1-isocyanocyclohexene
used in Ugi synthesis of DKPs

UC0010

Source: malaria37-002
SMILES: C1(N(C(C(NC1=O)CCSC)=O)Cc2oc(cc2)C)Cc3cc(c(cc3)O)O

In Ugi synthesis: use UC0002, UC0008, UC0009

UC0009

CAS: 14003-16-8
SMILES: NCc1oc(cc1)C
Sigma-Aldrich: 415626-5G $25.10
NAME: (5-methyl-2-furyl)methylamine
HNMR (no integration)
HNMR (500 MHz Varian Inova; 2% in CDCl3 w/v)
HMR
Homodecoupled HNMR (Proton Irradiated :5.84ppm) 300MHz Varian Inova -CDCl3-Solvent
DEPT (500 MHz Varian Inova; 2% in CDCl3 w/v)

1/C6H9NO/c1-5-2-3-6(4-7)8-5/h2-3H,4,7H2,1H3

UC0008

SMILES: C(c1cc(c(cc1)O)O)C=O
InChI=1/C8H8O3/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,4-5,10-11H,3H2
CAS: 5707-55-1
Sigma-Aldrich: not found
NAME: (3,4-dihydroxyphenyl)acetaldehyde
DOPAL
Protocatechuatealdehyde
3,4-Dihydroxyphenylacetaldehyde
3,4-dihydroxyBenzeneacetaldehyde
SYNTHESIS: Can be made in one step from adrenaline and acid. Bulletin of the Korean Chemical Society, 17(2), 105-6; 1996

UC0007

SMILES: O=Cc1oc(cc1)C
CAS: 620-02-0
Sigma-Aldrich: W270202-100G $38.00
NAME: 5-methyl-2-furaldehyde

UC0006

SMILES: C(OC(NC(Cc1cc(c(cc1)O)O)C(=O)O)=O)(C)(C)C
NAME: 2-[(tert-butoxycarbonyl)amino]-3-(3,4-dihydroxyphenyl)propanoic acid
CAS: 102838-86-8 (as dicyclopropylamine salt)
Sigma-Aldrich: not found
ChemImpex: $59.40/250mg

The phenolic hydroxyl groups must be protected during peptide synthesis:
-with TBDMS (a silyl protecting group) in Tetrahedron, 2001, 57, 6139.
-with Methyl J. Med. Chem. 1987, 16, 3081.
-with Benzyl J. Chem. Soc. Perkin I, 1987, 3, 613.

UC0005

Boc-Phe-OH
(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoic acid
SMILES: C(C(NC(=O)OC(C)(C)C)Cc1ccccc1)(=O)O
Aldrich 15480-5G 24.60
CAS: 13734-34-4