ENANTIOMERICALLY PURE b-AMINO ACIDS FROM 2-tert-BUTYL-1-CARBOMETHOXY-2,3-DIHYDRO-4(1H)-PYRIMIDINONE: (R)-3-AMINO-3-(p-METHOXYPHENYL)PROPIONIC ACID

Enantiomerically Pure β-Amino Acids from 2-tert-Butyl-1-Carbomethoxy-2,3-Dihydro-4(1H)-Pyrimidinone: (R)-3-Amino-3-(p-Methoxyphenyl)Propionic Acid

Organic Syntheses ◽

10.1002/0471264180.os073.20 ◽

2003 ◽

pp. 201-201

Author(s):

F. J. Lakner ◽

K. S. Chu ◽

G. R. Negrete ◽

J. P. Konopelski

Keyword(s):

Amino Acids ◽

Propionic Acid ◽

Enantiomerically Pure ◽

Tert Butyl

Download Full-text

Asymmetric Synthesis with 6-tert-Butyl-5-methoxy-6-methyl-3,6-dihydro-2H-1,4-oxazin-2-one as a New Chiral Glycine Equivalent: Preparation of Enantiomerically Pure α-Tertiary and α-Quaternary α-Amino Acids.

ChemInform ◽

10.1002/chin.200330210 ◽

2003 ◽

Vol 34 (30) ◽

Author(s):

Claus-Juergen Koch ◽

Sona Simonyiova ◽

Joerg Pabel ◽

Annerose Kaertner ◽

Kurt Polborn ◽

...

Keyword(s):

Amino Acids ◽

Asymmetric Synthesis ◽

Enantiomerically Pure ◽

Tert Butyl

Download Full-text

Asymmetric Synthesis with 6-tert-Butyl-5-methoxy-6-methyl-3,6-dihydro-2H-1,4-oxazin-2-one as a New Chiral Glycine Equivalent: Preparation of Enantiomerically Pure α-Tertiary and α-Quaternary α-Amino Acids

European Journal of Organic Chemistry ◽

10.1002/ejoc.200390179 ◽

2003 ◽

Vol 2003 (7) ◽

pp. 1244-1263 ◽

Cited By ~ 29

Author(s):

Claus-Jürgen Koch ◽

Soňa Šimonyiová ◽

Jörg Pabel ◽

Annerose Kärtner ◽

Kurt Polborn ◽

...

Keyword(s):

Amino Acids ◽

Asymmetric Synthesis ◽

Enantiomerically Pure ◽

Tert Butyl

Download Full-text

Concise Synthesis of Enantiomerically Pure (1'S,2'R)- and (1'R,2'S)-2S-Amino-3-(2'-aminomethyl-cyclopropyl)propionic Acid: Two E-Diastereoisomers of 4,5-Methano-L-lysine

Australian Journal of Chemistry ◽

10.1071/ch13309 ◽

2013 ◽

Vol 66 (9) ◽

pp. 1105 ◽

Cited By ~ 1

Author(s):

Timothy M. Altamore ◽

Oanh T. K. Nguyen ◽

Quentin I. Churches ◽

Kate Cavanagh ◽

Xuan T. T. Nguyen ◽

...

Keyword(s):

Amino Acids ◽

Tartaric Acid ◽

Propionic Acid ◽

Allylic Alcohol ◽

Allylic Alcohols ◽

Synthetic Route ◽

Enantiomerically Pure

A concise synthesis of both E-isomers of 2S-amino-3-(2′-aminomethyl-cyclopropyl)propionic acid, new methano-l-lysines, is described. The synthetic route includes nine steps from l-methionine, with a key step involving the cyclopropanation of an intermediate E-allylic alcohol. The resultant hydroxymethylcyclopropanes were readily separated and converted into the title α-amino acids. The stereochemistry around the cyclopropane rings was deduced by conducting the cyclopropanation in the presence of N,N,N′,N′-tetramethyl-d-tartaric acid diamide butylboronate, a chiral controller which is known to favour the production of S-hydroxymethyl cyclopropanes from allylic alcohols.

Download Full-text

ChemInform Abstract: PREPARATION OF THE ENANTIOMERICALLY PURE CIS- AND TRANS-CONFIGURATED 2-(TERT-BUTYL)-3-METHYLIMIDAZOLIDIN-4-ONES FROM THE AMINO ACIDS (S)-ALANINE, (S)-PHENYLALANINE, (R)-PHENYLGLYCINE, (S)-METHIONINE, AND (S)-VALINE

Chemischer Informationsdienst ◽

10.1002/chin.198522187 ◽

1985 ◽

Vol 16 (22) ◽

Author(s):

R. NAEF ◽

D. SEEBACH

Keyword(s):

Amino Acids ◽

Enantiomerically Pure ◽

Tert Butyl ◽

Cis And Trans

Download Full-text

1,3-Diastereocontrol with bromoallenes. Synthesis of enantiomerically pure β-branched α-amino acids

Tetrahedron Letters ◽

10.1016/s0040-4039(00)77369-2 ◽

1994 ◽

Vol 35 (41) ◽

pp. 7775-7778 ◽

Cited By ~ 20

Author(s):

F D'Aniello

Keyword(s):

Amino Acids ◽

Enantiomerically Pure

Download Full-text

Reactions of tert-butyl trimethylsilyl carbonate and of bistrialkylsilyl carbonates with amino acids. Carbon-13 chemical shifts in carbonates and silyl carbonate derivatives

The Journal of Organic Chemistry ◽

10.1021/jo00954a021 ◽

1973 ◽

Vol 38 (14) ◽

pp. 2521-2525 ◽

Cited By ~ 17

Author(s):

Yutaka Yamamoto ◽

D. Stanley Tarbell ◽

James R. Fehlner ◽

B. M. Pope

Keyword(s):

Amino Acids ◽

Chemical Shifts ◽

Tert Butyl

Download Full-text

ChemInform Abstract: Complete Diastereocontrol in [3 + 2] Cycloaddition Reactions: Synthesis of Enantiomerically Pure Fluoromethyl Substituted β-Amino Acids.

ChemInform ◽

10.1002/chin.199814107 ◽

2010 ◽

Vol 29 (14) ◽

pp. no-no

Author(s):

A. ARNONE ◽

F. BLASCO ◽

G. RESNATI

Keyword(s):

Amino Acids ◽

Cycloaddition Reactions ◽

Enantiomerically Pure

Download Full-text

Chiral relay auxiliary for the synthesis of enantiomerically pure α-amino acids

Chemical Communications ◽

10.1039/a800407b ◽

1998 ◽

pp. 659-660 ◽

Cited By ~ 34

Author(s):

Steven D. Bull ◽

Stephen G. Davies ◽

Simon W. Epstein ◽

Jacqueline V. A. Ouzman

Keyword(s):

Amino Acids ◽

Enantiomerically Pure

Download Full-text

ChemInform Abstract: Efficient Procedure for the Reduction of α-Amino Acids to Enantiomerically Pure α-Methylamines.

ChemInform ◽

10.1002/chin.200049027 ◽

2000 ◽

Vol 31 (49) ◽

pp. no-no

Author(s):

Dominick A. Quagliato ◽

Patrick M. Andrae ◽

Edward M. Matelan

Keyword(s):

Amino Acids ◽

Efficient Procedure ◽

Enantiomerically Pure

Download Full-text