Non-hazardous synthesis of isocephosphorin intermediates via α-vinylamino-β-lactams

Ajay K. Bose; Maghar S. Manhas; Shanti G. Amin; Jagdish C. Kapur; J. Kreder; L. Mukkavilli; Bhagat Ram; John E. Vincent

doi:10.1016/S0040-4039(01)86411-X

Non-hazardous synthesis of isocephosphorin intermediates via α-vinylamino-β-lactams

Ajay K. Bose
, Maghar S. Manhas
, Shanti G. Amin
, Jagdish C. Kapur
, J. Kreder
, L. Mukkavilli
, Bhagat Ram
, John E. Vincent

Research output: Contribution to journal › Article › peer-review

33 Scopus citations

Abstract

The reaction of a Schiff Base derived from veratrylamine and cinnamaldehyde with (α-methyl-β-alkoxycarbonyl)-vinylamino acetic acid (from glycine and an acetoacetate ester) in presence of a chloroformate ester and triethylamine constitutes a safe synthesis of α-vinylamino β-lactams that can be converted by literature methods to known intermediates for the synthesis of isocephalosporins and analogs.

Original language	English (US)
Pages (from-to)	2771-2774
Number of pages	4
Journal	Tetrahedron Letters
Volume	20
Issue number	30
DOIs	https://doi.org/10.1016/S0040-4039(01)86411-X
State	Published - 1979

All Science Journal Classification (ASJC) codes

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(01)86411-X

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title = "Non-hazardous synthesis of isocephosphorin intermediates via α-vinylamino-β-lactams",

abstract = "The reaction of a Schiff Base derived from veratrylamine and cinnamaldehyde with (α-methyl-β-alkoxycarbonyl)-vinylamino acetic acid (from glycine and an acetoacetate ester) in presence of a chloroformate ester and triethylamine constitutes a safe synthesis of α-vinylamino β-lactams that can be converted by literature methods to known intermediates for the synthesis of isocephalosporins and analogs.",

author = "Bose, \{Ajay K.\} and Manhas, \{Maghar S.\} and Amin, \{Shanti G.\} and Kapur, \{Jagdish C.\} and J. Kreder and L. Mukkavilli and Bhagat Ram and Vincent, \{John E.\}",

year = "1979",

doi = "10.1016/S0040-4039(01)86411-X",

language = "English (US)",

volume = "20",

pages = "2771--2774",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd",

number = "30",

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TY - JOUR

T1 - Non-hazardous synthesis of isocephosphorin intermediates via α-vinylamino-β-lactams

AU - Bose, Ajay K.

AU - Manhas, Maghar S.

AU - Amin, Shanti G.

AU - Kapur, Jagdish C.

AU - Kreder, J.

AU - Mukkavilli, L.

AU - Ram, Bhagat

AU - Vincent, John E.

PY - 1979

Y1 - 1979

N2 - The reaction of a Schiff Base derived from veratrylamine and cinnamaldehyde with (α-methyl-β-alkoxycarbonyl)-vinylamino acetic acid (from glycine and an acetoacetate ester) in presence of a chloroformate ester and triethylamine constitutes a safe synthesis of α-vinylamino β-lactams that can be converted by literature methods to known intermediates for the synthesis of isocephalosporins and analogs.

AB - The reaction of a Schiff Base derived from veratrylamine and cinnamaldehyde with (α-methyl-β-alkoxycarbonyl)-vinylamino acetic acid (from glycine and an acetoacetate ester) in presence of a chloroformate ester and triethylamine constitutes a safe synthesis of α-vinylamino β-lactams that can be converted by literature methods to known intermediates for the synthesis of isocephalosporins and analogs.

UR - https://www.scopus.com/pages/publications/0018367131

UR - https://www.scopus.com/pages/publications/0018367131#tab=citedBy

U2 - 10.1016/S0040-4039(01)86411-X

DO - 10.1016/S0040-4039(01)86411-X

M3 - Article

AN - SCOPUS:0018367131

SN - 0040-4039

VL - 20

SP - 2771

EP - 2774

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 30

ER -

Non-hazardous synthesis of isocephosphorin intermediates via α-vinylamino-β-lactams

Abstract

All Science Journal Classification (ASJC) codes

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