Efficient synthetic method for L-tartaramides by aminolysis of reactive 2,3-O-isopropylidene-L-tartaryl chloride

Synthetic Communications

Volumn 27, Issue 7, 1997, Pages 1273-1280

  Choi, Heung Jin ^a   Kwak, Mi Ok ^a   Song, Hanchul ^a  

^a Kyungpook National University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

AMIDE; TARTARIC ACID DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; INFRARED SPECTROPHOTOMETRY; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0030902076     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1080/00397919708003365     Document Type: Article

References (21)

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2. For examples see: (a) Katsuki, T.; Sharpless, K. B. J. Am. Chem. Soc. 1980, 102, 5974. (b) Roush, W. R.; Banfi, L. J. Am. Chem. Soc. 1988, 110, 3979. (c) Apsimon, J. W.; Collier, T. L. Tetrahedron, 1986, 42, 5157. (d) Narasaka, K. Synthesis, 1991, 1.
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9. To characterize bis(trimethylsilyl) 2,3-O-isopropylidene-L-tartrate 3, when the dried oily product 3 was subject to distill under high vacuum at elevated temperature, it become sponge-like solid material. However, when this solid material under nitrogen was treated as above with oxalyl chloride, L-tartaryl chloride 4 was obtained.
10. -1.
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