Abstract
Desacetylcephalothin lactone was rapidly hydrolyzed to desacetylcephalothin in 10-20% yield in phosphate and borate buffers (pH 6-9, 100°), in borate and carbonate buffers (pH 9-10.8, 25°), and in 0.01 N KOH (25°). In addition, other uncharacterized products were formed. The dosacetylcephalothin formed was isolated as its cephalothin Me ester after esterification and acetylation. These findings establish the final link in the total synthesis of cephalosporins by the lactone route.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 386-388 |
| Number of pages | 3 |
| Journal | Journal of Medicinal Chemistry |
| Volume | 13 |
| Issue number | 3 |
| State | Published - 1970 |
| Externally published | Yes |
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ASJC Scopus subject areas
- Organic Chemistry
Cite this
Chemical conversion of desacetylcephalothin lactone into desacetylcephalothin. The final link in a total synthesis of cephalosporanic acid derivatives. / Neidleman, S. L.; Pan, S. C.; Last, Jerold A; Dolfini, J. E.
In: Journal of Medicinal Chemistry, Vol. 13, No. 3, 1970, p. 386-388.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Chemical conversion of desacetylcephalothin lactone into desacetylcephalothin. The final link in a total synthesis of cephalosporanic acid derivatives
AU - Neidleman, S. L.
AU - Pan, S. C.
AU - Last, Jerold A
AU - Dolfini, J. E.
PY - 1970
Y1 - 1970
N2 - Desacetylcephalothin lactone was rapidly hydrolyzed to desacetylcephalothin in 10-20% yield in phosphate and borate buffers (pH 6-9, 100°), in borate and carbonate buffers (pH 9-10.8, 25°), and in 0.01 N KOH (25°). In addition, other uncharacterized products were formed. The dosacetylcephalothin formed was isolated as its cephalothin Me ester after esterification and acetylation. These findings establish the final link in the total synthesis of cephalosporins by the lactone route.
AB - Desacetylcephalothin lactone was rapidly hydrolyzed to desacetylcephalothin in 10-20% yield in phosphate and borate buffers (pH 6-9, 100°), in borate and carbonate buffers (pH 9-10.8, 25°), and in 0.01 N KOH (25°). In addition, other uncharacterized products were formed. The dosacetylcephalothin formed was isolated as its cephalothin Me ester after esterification and acetylation. These findings establish the final link in the total synthesis of cephalosporins by the lactone route.
UR - http://www.scopus.com/inward/record.url?scp=0014787727&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=0014787727&partnerID=8YFLogxK
M3 - Article
C2 - 5441127
AN - SCOPUS:0014787727
VL - 13
SP - 386
EP - 388
JO - Journal of Medicinal Chemistry
JF - Journal of Medicinal Chemistry
SN - 0022-2623
IS - 3
ER -