1975
DOI: 10.1107/s0567740875004372
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The crystal and molecular structure of DL-tryptophane ethyl ester hydrochloride

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Cited by 18 publications
(12 citation statements)
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References 14 publications
(19 reference statements)
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“…1. The bond distances and angles are in agreement with those found in 3-(9-adeninyl)propionamide (Takimoto, Takenaka & Sasada, 1981), 3-(9-adeninyl)propionamide: lmethylthymine (l:l) complex dihydrate (Takimoto, Takenaka & Sasada, 1982), 3-(7-adeninyl)-propionamide monohydrate (Takimoto, Takenaka & Sasada, 1983), L-tryptophan hydrochloride (Takigawa, Ashida, Sasada & Kakudo, 1966) and OL-tryptophan ethyl ester hydrochloride (Vijayalakshmi & Srinivasan, 1975). The molecule is extended so that there is no intramolecular stacking between the two rings; the torsion angles being given in Fig.…”
Section: Introductionsupporting
confidence: 73%
“…1. The bond distances and angles are in agreement with those found in 3-(9-adeninyl)propionamide (Takimoto, Takenaka & Sasada, 1981), 3-(9-adeninyl)propionamide: lmethylthymine (l:l) complex dihydrate (Takimoto, Takenaka & Sasada, 1982), 3-(7-adeninyl)-propionamide monohydrate (Takimoto, Takenaka & Sasada, 1983), L-tryptophan hydrochloride (Takigawa, Ashida, Sasada & Kakudo, 1966) and OL-tryptophan ethyl ester hydrochloride (Vijayalakshmi & Srinivasan, 1975). The molecule is extended so that there is no intramolecular stacking between the two rings; the torsion angles being given in Fig.…”
Section: Introductionsupporting
confidence: 73%
“…most cases, C12 is trans to C3. The molecular conformation of (I) is roughly similar to that of the hydrochloride of dl-tryptophan ethyl ester (Vijayalakshmi & Srinivasan, 1975). Due to the cis arrangement of the carboxylate group relative to the ring system and the strong hydrogen bonding to the formic acid molecule, a U-shaped arrangement of the entire donor± acceptor complex is formed.…”
Section: Figurementioning
confidence: 71%
“…The largest deviations are in the O---S---O angles [O1--S1---O2 = 120.1 (2) and O3--$2---O4 = 119.1 (2)°]; the other O---S~X angles range from 106.4 (2) to 109.1 (2) °. The indole ring system is planar [E(A/tr) 2 = 28], as observed in many natural-product derivatives (Cotrait & Barrans, 1974;Gartland, Freeman & Bugg, 1974;Vijayalakshmi & Srinivasan, 1975;Yamane, Andou & Ashida, 1977). The methoxy groups in the 3,4,5-trimethoxyphenyl ring at C3b, C4b and C5b are rotated from the plane of the phenyl ring [C2b---C3b O5--C13 = -8.0 (9), C3b---C4b--O6--C14 = -94.5 (8) and C6b--C5b--O7--C12 = 12.5 (9)°].…”
mentioning
confidence: 99%