Conversion of O-succinimidyl carbamates to N-(O-carbamoyl)-succinmonoamides and ureas: Effects of N-substituents and reaction conditions on the reaction pathway

Tetrahedron Letters

Volumn 43, Issue 37, 2002, Pages 6649-6652

  Vasilevich, Natalya I ^a   Coy, David H ^a  

^a TULANE UNIVERSITY HEALTH SCIENCES CENTER   (United States)

Author keywords

N (O carbamoyl) succinmonoamides; O succinimidyl carbamate; Ureas

Indexed keywords

AMIDE; AMINE; CARBAMIC ACID DERIVATIVE; UREA DERIVATIVE;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; REACTION ANALYSIS;

EID: 0037048472     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)01451-X     Document Type: Article

References (9)

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9. 1H NMR spectra (DMSO) for N-[O-(N′-alkyl-N′-arylcarbamoyl)]-succinmonoamides: 3B: δ 11.79 (br s, 1H); 7.87 (br s, 1H); 7.64 (br s, 1H); 6.82-7.28 (m, 3H); 4.05 (t, 2H); 3.03-3.19 (m, 4H); 2.27-2.41 (m, 4H); 1.24-1.39 (m, 4H); 0.89 (t, 3H); 4B: δ 11.77 (br s, 1H); 7.87 (t, 1H); 7.64 (br s, 1H); 7.15-7.29 (m, 7H); 7.02 (t, 1H); 4.05 (t, 2H); 3.17 (t, 2H); 3.05-3.09 (m, 2H); 2.575 (t, 2H); 2.34-2.40 (m, 4H); 1.57-1.60 (m, 2H); 1.38-1.44 (m, 2H); 5B: δ 11.68 (br s, 1H); 7.86 (t, 1H); 7.65 (br s, 1H); 7.01-7.29 (m, 3H); 4.05 (t, 1H); 3.33-3.67 (m, 4H); 3.18 (t, 2H); 3.01-3.11 (q, 2H); 2.36-2.39 (m, 4H); 1.29-1.63 (m, 6H); 0.89 (t, 3H); 6B: δ 11.80 (br s, 1H); 7.62 (br d, 1H); 6.81-7.34 (m, 8H); 4.05 (t, 2H); 3.61-3.63 (m, 4H); 3.10-3.25 (m, 6H); 2.67 (t, 2H); 2.44 (t, 2H); 7B: δ 11.77 (br s, 1H); 7.65 (br s, 1H); 4.05 (t, 2H); 3.39-3.43 (m, 4H); 3.17 (t, 2H); 2.59 (t, 2H); 2.40 (t, 2H); 1.42-1.60 (m, 6H); 8B: δ 11.84 (br s, 1H); 7.65 (br s, 1H); 7.01-7.29 (m, 3H); 4.05-4.09 (m, 4H); 3.17 (t, 2H); 2.43-2.58 (m, 4H); 1.20 (t, 3H); 9B: δ 11.07 (br s, 1H); 7.01 (d, 1H); 6.48-6.90 (m, 3H); 5.43 (br s, 1H); 3.39 (t, 2H); 2.89 (t, 2H); 2.34-2.42 (m, 4H); 10B: δ 11.56 (br s, 1H); 7.83 (t, 1H); 7.26-7.43 (m, 4H); 3.28 (s, 3H); 3.01-3.04 (q, 2H); 2.32 (s, 4H); 1.26-1.39 (m, 4H); 0.87 (t, 3H); 11B: δ 11.49 (br s, 1H); 7.82 (t, 1H); 7.29 (d, 2H); 6.95 (d, 2H); 3.77 (s, 3H); 3.22 (s, 3H); 3.00-3.07 (q, 2H); 2,31 (s, 4H); 1.23-1.39 (m, 4H); 0.87 (t, 3H); 12B: δ 11.51 (br s, 1H); 7.84 (t, 1H); 7.29 (d, 2H); 6.95 (d, 2H); 3.77 (s, 3H); 3.32-3.36 (m, 4H); 3.22 (s, 3H); 3.05-3.09 (q, 2H); 2.31 (s, 4H); 1.28-1.63 (m, 6H); 0.88 (t, 3H).