A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation

Sammet B, Brax M, Sewald N (2011)
Beilstein Journal of Organic Chemistry 7: 243-245.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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DOI
Autor*in
Sammet, BenediktUniBi; Brax, Mathilde; Sewald, NorbertUniBi
Einrichtung
Centrum für Biotechnologie > Institut für Biochemie und Biotechnik
Centrum für Biotechnologie > Arbeitsgruppe N. Sewald
Fakultät für Chemie > Organische Chemie III
Abstract / Bemerkung
A novel highly enantioselective two step access to a unit B precursor of cryptophycins in good yields from commercially available starting materials has been developed. The key step is an asymmetric hydrogenation using the commercially available [(COD)Rh-(R,R)-Et-DuPhos]BF4 catalyst. The synthetic route provides the advantage of less synthetic steps, proceeds with high yields and enantioselectivity, and avoids hazardous reaction conditions.
Stichworte
amino acid; cryptophycin; DuPhos; asymmetric hydrogenation
Erscheinungsjahr
2011
Zeitschriftentitel
Beilstein Journal of Organic Chemistry
Band
7
Seite(n)
243-245
ISSN
1860-5397
eISSN
1860-5397
Page URI
https://pub.uni-bielefeld.de/record/2094572

Zitieren

Sammet B, Brax M, Sewald N. A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation. Beilstein Journal of Organic Chemistry. 2011;7:243-245.
Sammet, B., Brax, M., & Sewald, N. (2011). A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation. Beilstein Journal of Organic Chemistry, 7, 243-245. https://doi.org/10.3762/bjoc.7.32
Sammet, Benedikt, Brax, Mathilde, and Sewald, Norbert. 2011. “A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation”. Beilstein Journal of Organic Chemistry 7: 243-245.
Sammet, B., Brax, M., and Sewald, N. (2011). A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation. Beilstein Journal of Organic Chemistry 7, 243-245.
Sammet, B., Brax, M., & Sewald, N., 2011. A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation. Beilstein Journal of Organic Chemistry, 7, p 243-245.
B. Sammet, M. Brax, and N. Sewald, “A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation”, Beilstein Journal of Organic Chemistry, vol. 7, 2011, pp. 243-245.
Sammet, B., Brax, M., Sewald, N.: A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation. Beilstein Journal of Organic Chemistry. 7, 243-245 (2011).
Sammet, Benedikt, Brax, Mathilde, and Sewald, Norbert. “A two step synthesis of a key unit B precursor of cryptophycins by asymmetric hydrogenation”. Beilstein Journal of Organic Chemistry 7 (2011): 243-245.

3 Zitationen in Europe PMC

Daten bereitgestellt von Europe PubMed Central.

Novel unit B cryptophycin analogues as payloads for targeted therapy.
Figueras E, Borbély A, Ismail M, Frese M, Sewald N., Beilstein J Org Chem 14(), 2018
PMID: 29977395
Recent approaches for the synthesis of modified cryptophycins.
Weiss C, Sammet B, Sewald N., Nat Prod Rep 30(7), 2013
PMID: 23732943
Total synthesis and biological evaluation of fluorinated cryptophycins.
Weiß C, Bogner T, Sammet B, Sewald N., Beilstein J Org Chem 8(), 2012
PMID: 23209540

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