Browse
Submit Data
Databases
API
Help

Dataset Information

0 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

(S)-Ethyl 1,2,3,9-tetra-hydro-pyrrolo[2,1-b]quinazoline-1-carboxyl-ate.

ABSTRACT: The title chiral compound, C(14)H(16)N(2)O(2), was prepared by esterification of (S)-1,2,3,9-tetra-hydro-pyrrolo[2,1-b]quinazol-in-1-carboxylic acid in the presence of HCl/EtOH. In the mol-ecule, the quinazoline ring is non-planar and exhibits a distorted half-chair conformation, while the five-membered ring shows a typical envelope conformation. Inter-molecular C-H?N hydrogen bonding helps to stabilize the crystal structure.

SUBMITTER: Ma C

PROVIDER: S-EPMC2961280 | biostudies-literature | 2008 Apr

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

(S)-Ethyl 1,2,3,9-tetra-hydro-pyrrolo[2,1-b]quinazoline-1-carboxyl-ate.

Ma Chao C Du Gui-Jie GJ Tian Yu Y Sha Yu Y Cheng Mao-Sheng MS

Acta crystallographica. Section E, Structure reports online 20080410 Pt 5

The title chiral compound, C(14)H(16)N(2)O(2), was prepared by esterification of (S)-1,2,3,9-tetra-hydro-pyrrolo[2,1-b]quinazol-in-1-carboxylic acid in the presence of HCl/EtOH. In the mol-ecule, the quinazoline ring is non-planar and exhibits a distorted half-chair conformation, while the five-membered ring shows a typical envelope conformation. Inter-molecular C-H⋯N hydrogen bonding helps to stabilize the crystal structure. ...[more]

PMID: 21202305

Similar Datasets

Ethyl 4-oxo-2,3,4,9-tetra-hydro-1H-carbazole-3-carboxyl-ate.

Project description:In the title compound, C(15)H(15)NO(3), the carbazole skeleton includes an eth-oxy-carbonyl group at the 3-position. In the indole ring system, the benzene and pyrrole rings are nearly coplanar, forming a dihedral angle of 0.89?(4)°. The cyclo-hexenone ring has an envelope conformation. In the crystal, inter-molecular N-H?O and C-H?O hydrogen bonds link the mol-ecules into a three dimensional network. A weak C-H?? inter-action is also observed.

| S-EPMC3120486 | biostudies-literature

Ethyl 2-benzamido-4,5,6,7-tetra-hydro-1-benzothio-phene-3-carboxyl-ate.

Project description:The mol-ecule of the title compound, C(18)H(19)NO(3)S, adopts an approximately planar conformation: the thio-phene and phenyl rings form a dihedral angle of 8.13?(11)° while the ethyl ester group (r.m.s. deviation = 0.0217?Å) is inclined at 1.25?(14) and 8.61?(13)°, respectively, to the thio-phene and phenyl rings. An intra-molecular N-H?O hydrogen bond with an S(6) ring motif occurs as well as an intra-molecular S?O hypervalent inter-action [S?O = 2.7369?(18)?Å]. The cyclo-hexene ring adopts a half-chair conformation and is disordered over two positions with site occupation factors of 0.641?(6) and 0.359?(6). In the crystal, inversion dimers linked by pairs of O-H?O hydrogen bonds generate R(2) (2)(10) loops.

| S-EPMC2983258 | biostudies-literature

Ethyl 4-methyl-1,3-dioxo-1,2,3,4-tetra-hydro-isoquinoline-4-carboxyl-ate.

Project description:In the title compound, C(13)H(13)NO(4), the fused-ring system is nearly planar, with an r.m.s. deviation of 0.0408 Å. In the crystal, mol-ecules are linked into centrosymmetric dimers by a pair of N-H⋯O hydrogen bonds. The ethyl group is disordered over two positions in a ratio of 0.758 (6):0.242 (6).

| S-EPMC3297938 | biostudies-literature

Ethyl 2-phenyl-5,6-dihydro-pyrrolo-[2,1-a]isoquinoline-3-carboxyl-ate.

Project description:In the title compound, C(21)H(19)NO(2), the six-membered heterocycle assumes a screw-boat conformation. The phenyl ring is oriented with respect to the pyrrole ring at a dihedral angle of 64.76?(10)°. An intra-molecular C-H?O hydrogen bond helps to stabilize the mol-ecular structure. There are weak C-H?? inter-actions between inversion-related mol-ecules in the crystal.

| S-EPMC3393290 | biostudies-other

Ethyl 1-benzyl-1,2,3,3a,4,10b-hexa-hydro-pyrrolo-[2',3':3,4]pyrrolo-[1,2-a]benzimidazole-2-carboxyl-ate.

Project description:The title mol-ecule, C(22)H(23)N(3)O(2), was obtained via an intra-molecular cyclo-addition of an azomethine ylide and an alkene tethered by a benzimidazole unit. The benzoimidazole unit is essentially planar, with an r.m.s. deviation of 0.0087?Å from the nine constituent atoms. It has a cis fusion of the two pyrrolidine rings as well as a cis ester appendage. The two pyrrolidine rings rings have envelope conformations. The crystal packing is stabilized by aromatic ?-? stacking of parallel benzimidazole ring systems, with a centroid-to-centroid distance of 3.518?(6)?Å. Weak inter-molecular C-H?O contacts may also play a role in the stability of the packing.

| S-EPMC3089295 | biostudies-literature

Ethyl 2-acet-amido-4,5,6,7-tetra-hydro-1-benzothio-phene-3-carboxyl-ate.

Project description:In the title compound, C(13)H(17)NO(3)S, the dihedral angles between the thio-phene ring and the ethyl ester and acetamide groups are 5.21?(13) and 10.06?(16)°, respectively. The cyclo-hezene ring adopts a half-chair conformation. An S(6) ring is formed due to an intra-molecular N-H?O hydrogen bond. In the crystal, mol-ecules are linked by C-H?O inter-actions between the tetra-hydro-1-benzothio-phene unit and the ethyl ester group, forming C(7) chains propagating along the b-axis direction.

| S-EPMC3393310 | biostudies-literature

Methyl 4-methyl-2-oxo-1,2,5,6-tetra-hydro-4H-pyrrolo[3,2,1-ij]quinoline-6-carboxyl-ate.

Project description:In the title mol-ecule, C(14)H(15)NO(3), the six-membered heterocyclic ring exhibits an envelope conformation. In the crystal, C-H?? inter-actions link the mol-ecules into centrosymmetric dimers, and weak inter-molecular C-H?O hydrogen bonds link these dimers into columns propagated along [100].

| S-EPMC2977288 | biostudies-literature

Ethyl 6-methyl-2-oxo-4-phenyl-1,2,3,4-tetra-hydro-pyrimidine-5-carboxyl-ate.

Project description:The title compound, C(14)H(16)N(2)O(3), belongs to a group of esters of 2-oxo- and 1,2,3,4-tetra-hydro-pyrimidine-5-carboxylic acids, which exhibit a wide spectrum of biological activities. The dihydro-pyrimidine ring adopts a screw-boat conformation. The crystal packing is stabilized by strong N-H?O and weak C-H?O inter-molecular hydrogen bonds. An intra-molecular C-H?O hydrogen bond is also present.

| S-EPMC2960668 | biostudies-literature

Ethyl 2-(pyridine-4-carboxamido)-4,5,6,7-tetra-hydro-1-benzothio-phene-3-carboxyl-ate.

Project description:In the title compound, C(17)H(18)N(2)O(3)S, the dihedral angles between the thio-phene ring and the ethyl ester group and the pyridine-4-carboxamide unit are 7.1?(2) and 9.47?(11)°, respectively. An intra-molecular N-H?O hydrogen bond generates an S(6) ring. In the crystal, inversion dimers linked by pairs of C-H?O hydrogen bonds between the tetra-hydro-1-benzothio-phene and the pyridine-4-carboxamide residues generate R(2) (2)(16) loops. There exists positional disorder in three methelene groups of the cyclo-hexane ring and the terminal C atom of the ethyl ester side chain in a 0.691?(14):0.309?(14) occupancy ratio.

| S-EPMC3393309 | biostudies-literature

Ethyl 2-amino-6-benzyl-4,5,6,7-tetra-hydro-thieno[2,3-c]pyridine-3-carboxyl-ate.

Project description:In the title compound, C(17)H(20)N(2)O(2)S, the tetra-hydro-pyridine ring adopts an envelope conformation with the N atom at the flap position; the phenyl ring makes a dihedral angle of 81.06?(10)° with the thio-phene ring. The amino group links with the carbonyl O atom via intra-molecular N-H?O hydrogen bonding, forming a six-membered ring. In the crystal, inter-molecular N-H?O hydrogen bonds link the mol-ecules into infinite chains running along the b axis.

| S-EPMC3050265 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data