Boc-ACPC-OH(1S,2S)
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Boc-ACPC-OH(1S,2S)

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(1S,2S)-Boc-aminocyclopentane Carboxylic Acid can be used as a building block to prepare helical foldamers.

Category
BOC-Amino Acids
Catalog number
BAT-005242
CAS number
143679-80-5
Molecular Formula
C11H19NO4
Molecular Weight
229.28
Boc-ACPC-OH(1S,2S)
IUPAC Name
(1S,2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopentane-1-carboxylic acid
Synonyms
(1S,2S)-2-(t-Butyloxycarbonyl)aminocyclopentane carboxylic acid; (1S,2S)-2-((tert-Butoxycarbonyl)amino)cyclopentanecarboxylic acid; (1S,2S)-Boc-Acpc; (1S,2S)-Boc-aminocyclopentane carboxylic acid; (1S,2S)-Boc-2-aminocyclopentane carboxylic acid
Appearance
White solid
Purity
≥ 99% (HPLC)
Density
1.150 g/cm3
Storage
Store at 2-8 °C
InChI
InChI=1S/C11H19NO4/c1-11(2,3)16-10(15)12-8-6-4-5-7(8)9(13)14/h7-8H,4-6H2,1-3H3,(H,12,15)(H,13,14)/t7-,8-/m0/s1
InChI Key
BUEPEVBYNBQNED-YUMQZZPRSA-N
Canonical SMILES
CC(C)(C)OC(=O)NC1CCCC1C(=O)O
1. (1S,2S,4R)-3,3-Dichloro-4,8,12,12-tetra-methyl-tricyclo-[5.5.0.0]dodeca-6,8-diene
Ahmed Benharref, Lahcen El Ammari, Moha Berraho, Esaadia Lassaba Acta Crystallogr Sect E Struct Rep Online. 2010 Aug 28;66(Pt 9):o2463. doi: 10.1107/S1600536810034070.
The title compound, C(16)H(22)Cl(2), a derivative of β-himachalene, was semi-synthesized from natural essential oils of Cedrus atlantica. The mol-ecule is built up from two fused six- and seven-membered rings. The six-membered ring has a perfect chair conformation, whereas the seven-membered ring displays a screw boat conformation; the dihedral angle between the rings is 46.48 (9)°.
2. N,N'-[(1S,2S)-Cyclo-hexane-1,2-di-yl]bis-(4-methyl-benzene-sulfonamide)
Yi-Ling Hong, Hua-Jie Tan, Liang Shen Acta Crystallogr Sect E Struct Rep Online. 2011 May 1;67(Pt 5):o1121. doi: 10.1107/S1600536811012372. Epub 2011 Apr 13.
In the title compound, C(20)H(26)N(2)O(4)S(2), the cyclo-hexane ring has a chair conformation. The two chiral C atoms are in S configurations. In the crystal, inter-molecular N-H⋯O hydrogen bonds link the mol-ecules into chains propagating in [001]. Weak inter-molecular C-H⋯O hydrogen bonds further stabilize the crystal packing.
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