scholarly journals The Synthesis of a Sweet Peptide, α-L-Aspartyl-L-phenylalanine Methyl Ester, without the Use of Protecting Groups

1973 ◽  
Vol 46 (6) ◽  
pp. 1893-1895 ◽  
Author(s):  
Yasuo Ariyoshi ◽  
Tetsuo Yamatani ◽  
Noboru Uchiyama ◽  
Yohko Adachi ◽  
Naotake Sato
Keyword(s):  
Methyl Ester ◽  
Protecting Groups ◽  
Phenylalanine Methyl Ester

ChemInform Abstract: THE SYNTHESIS OF A SWEET PEPTIDE, ALPHA-L-ASPARTYL-L-PHENYLALANINE METHYL ESTER, WITHOUT THE USE OF PROTECTING GROUPS

1973 ◽  
Vol 4 (36) ◽  
pp. no-no
Author(s):  
YASUO ARIYOSHI ◽  
TETSUO YAMATANI ◽  
NOBORU UCHIYAMA ◽  
YOHKO ADACHI ◽  
NAOTAKE SATO
Keyword(s):  
Methyl Ester ◽  
Protecting Groups ◽  
Phenylalanine Methyl Ester

Vasopressin analogs modified in position 3. Influence of changes of configuration

1979 ◽  
Vol 44 (10) ◽  
pp. 3128-3132 ◽  
Author(s):  
Milan Zaoral ◽  
Danuta Konopinska ◽  
Ivan Bláha ◽  
Viktor Krchňák ◽  
Jana Škopková ◽  
...  
Keyword(s):  
Methyl Ester ◽  
Disulfide Bridge ◽  
Protecting Groups ◽  
Diaminobutyric Acid ◽  
Antidiuretic Effect ◽  
Phenylalanine Methyl Ester

The condensation of p-toluenesulfonyl-S-benzylcysteinyl-tyrosine azide with D-phenylalanine methyl ester afforded p-toluenesulfonyl-S-benzylcysteinyl-tyrosyl-D-phenylalanine methyl ester which was subsequently converted into the hydrazide and azide and coupled with glutaminyl-asparaginyl-S-benzylcysteine methyl ester. p-Toluenesulfonyl-S-benzylcysteinyl-tyrosyl-D-phenylalanyl-glutaminyl-asparaginyl-S-benzylcysteine methyl ester was condensed via the hydrazide and azide with prolyl-Nγ-p-toluenesulfonyl-αγ-diaminobutyryl-glycine amide. After removal of the protecting groups, closure of the disulfide bridge and purification, [3-D-phenylalanine, 8-α,γ-diaminobutyric acid]vasopressin was obtained which shows an appreciable antidiuretic effect of distinct specifity.

Effects of the preparation method on the performance of the Cu/ZnO/Al2O3 catalyst for the manufacture of l-phenylalaninol with high ee selectivity from l-phenylalanine methyl ester

2014 ◽  
Vol 4 (4) ◽  
pp. 1132-1143 ◽  
Author(s):  
Zhangping Shi ◽  
Xiuzhen Xiao ◽  
Dongsen Mao ◽  
Guanzhong Lu
Keyword(s):  
Methyl Ester ◽  
Catalytic Hydrogenation ◽  
Preparation Method ◽  
Phenylalanine Methyl Ester ◽  
Al2o3 Catalyst

Efficient catalytic hydrogenation of l-phenylalanine methyl ester to l-phenylalaninol over the Cu/ZnO/Al2O3 catalyst with ~100% ee selectivity.

scholarly journals 4-fluorobenzylamine and phenylalanine methyl ester conjugates OF 2-nitroimidazole: Evaluation as hypoxic cell radiosensitizers

1992 ◽  
Vol 22 (3) ◽  
pp. 593-596 ◽  
Author(s):  
Pradeep K. Arg ◽  
Sudha Garg ◽  
William G. Degraff ◽  
Michael R. Zalutsky ◽  
James B. Mitchell
Keyword(s):  
Methyl Ester ◽  
Hypoxic Cell ◽  
Phenylalanine Methyl Ester

Synthesis of aspartame via asymmetric hydrogenation of N-protected (Z)-N-.alpha.-L-aspartyl-.DELTA.-phenylalanine methyl ester

1986 ◽  
Vol 51 (7) ◽  
pp. 1126-1128 ◽  
Author(s):  
Claudio Fuganti ◽  
Piero Grasselli ◽  
Luciana Malpezzi ◽  
Paolo Casati
Keyword(s):  
Methyl Ester ◽  
Asymmetric Hydrogenation ◽  
Phenylalanine Methyl Ester

Crystal-to-Crystal Diastereoselective Transformation of 2,4,6-Triisopropyl-4'-(S)-phenylalaninocarbonylbenzophenone Methyl Ester

1998 ◽  
Vol 54 (6) ◽  
pp. 907-911 ◽  
Author(s):  
H. Hosomi ◽  
Y. Ito ◽  
S. Ohba
Keyword(s):  
Crystal Structure ◽  
High Pressure ◽  
Methyl Ester ◽  
Absolute Configuration ◽  
Crystal Structure Analysis ◽  
X Ray Diffraction ◽  
Pass Filter ◽  
X Ray ◽  
Ultra High Pressure ◽  
Phenylalanine Methyl Ester

Dissymmetry of the photoproduct was induced by using a chiral substituent, (S)-methylphenylalanine, in the title compound {N-4-(2,4,6-triisopropylbenzoyl)benzoyl]-(S)-phenylalanine methyl ester (I)}. On irradiation with light from a 250 W ultra-high-pressure Hg lamp for 7 h through a long-pass filter, the photoreaction in a crystal was 100% complete without the loss of crystallinity. The crystal structures (I), before, and (II) {N-[4-(7-hydroxy-3,5-diisopropyl-8,8-dimethylbicyclo[4.2.0]octa-1,3,5-trien-7-yl)benzoyl]-(S)-phenylalanine methyl ester}, after photocyclization, have been determined by X-ray diffraction. For comparison, a crystal structure analysis has also been carried out for the photoproduct (III) of the 3′-COOMe derivative after recrystallization {methyl 3-(7-hydroxy-3,5-diisopropyl-8,8-dimethylbicyclo[4.2.0]octa-1,3,5-trien-7-yl)benzoate}. The dihedral angle between the central carbonyl plane and the triisopropylphenyl ring deviates from 90° by 10 (1)° in (I), which makes an imbalance in the intramolecular O(carbonyl)...H(methine) distances of the isopropyl groups at positions 2 and 6. The crystal structure of (II) indicates that the nearer methine H was predominantly abstracted by the carbonyl O atom in the reaction. The absolute configuration around the asymmetric C atom in the cyclobutenol ring of the product is S.

Sign in / Sign up

Export Citation Format

Share Document