-
7
-
-
84988090601
-
-
(f) O'Donnell, M. J.; Bruder, W. A.; Eckrich, T. M.; Shullenberger, D. F.; Staten, G. S. Synthesis 1984, 127.
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(1984)
Synthesis
, pp. 127
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O'Donnell, M.J.1
Bruder, W.A.2
Eckrich, T.M.3
Shullenberger, D.F.4
Staten, G.S.5
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11
-
-
0042471418
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-
(j) Schubert, H.; Rack, M.; Mühlstädt, M. J. Prakt. Chem./ Chem.-Ztg. 1990, 332, 812.
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J. Prakt. Chem./ Chem.-Ztg.
, vol.332
, pp. 812
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-
Schubert, H.1
Rack, M.2
Mühlstädt, M.3
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12
-
-
9644268897
-
-
(k) Allwein, S. P.; Secord, E.; Martins, A.; Mitten, J. V.; Nelson, T. D.; Kress, M.; Dolling, U. H. Synlett 2004, 2489.
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(2004)
Synlett
, pp. 2489
-
-
Allwein, S.P.1
Secord, E.2
Martins, A.3
Mitten, J.V.4
Nelson, T.D.5
Kress, M.6
Dolling, U.H.7
-
14
-
-
0003405157
-
-
corrected ed.; Georg Thieme Verlag: Stuttgart
-
(b) Kocienski, P. Protecting Groups, corrected ed.; Georg Thieme Verlag: Stuttgart, 2000, 189-190.
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(2000)
Protecting Groups
, pp. 189-190
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-
Kocienski, P.1
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19
-
-
84981751612
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-
(b) The bistrifluoroacetylation of 2,4-diaminoglutaric acid using S-phenyltrifluorothioacetate with aqueous sodium bicarbonate has been reported: Weygand, F.; Spiess, B. Chem. Ber. 1964, 97, 3456.
-
(1964)
Chem. Ber.
, vol.97
, pp. 3456
-
-
Weygand, F.1
Spiess, B.2
-
20
-
-
13844272719
-
-
note
-
4 and concentrated to give TFA-ACC (2) as a white solid (347 mg, 72%).
-
-
-
-
21
-
-
13844297183
-
-
note
-
NaCl-HCl workup solution was prepared by dissolving 22 g of NaCl in 1 L 3 N HCl.
-
-
-
-
22
-
-
33845281354
-
-
Svirskaya, P. I.; Leznoff, C. C.; Steinman, M. J. Org. Chem. 1987, 52, 1362.
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(1987)
J. Org. Chem.
, vol.52
, pp. 1362
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-
Svirskaya, P.I.1
Leznoff, C.C.2
Steinman, M.3
-
23
-
-
0035945009
-
-
For a study of chain length vs the odor of thiols please see: Node, M.; Kumar, K.; Nishide, K.; Ohsugi, S.; Miyamoto, T. Tetrahedron Lett. 2001, 42, 9207.
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(2001)
Tetrahedron Lett.
, vol.42
, pp. 9207
-
-
Node, M.1
Kumar, K.2
Nishide, K.3
Ohsugi, S.4
Miyamoto, T.5
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24
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-
1242273826
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-
Nishide, K.; Ohsugi, S.; Miyamoto, T.; Kumar, K.; Node, M. Monatsh. Chem. 2004, 135, 189.
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(2004)
Monatsh. Chem.
, vol.135
, pp. 189
-
-
Nishide, K.1
Ohsugi, S.2
Miyamoto, T.3
Kumar, K.4
Node, M.5
-
25
-
-
1442286555
-
-
Miyazaki, T.; Han-ya, Y.; Tokuyama, H.; Fukuyama, T. Synlett 2004, 477.
-
(2004)
Synlett
, pp. 477
-
-
Miyazaki, T.1
Han-Ya, Y.2
Tokuyama, H.3
Fukuyama, T.4
-
26
-
-
0037100092
-
-
See ref.11 and: (a) Ohsugi, S.; Nishide, K.; Fudesaka, M.; Kodama, S.; Node, M. Tetrahedron Lett. 2002, 43, 5177.
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(2002)
Tetrahedron Lett.
, vol.43
, pp. 5177
-
-
Ohsugi, S.1
Nishide, K.2
Fudesaka, M.3
Kodama, S.4
Node, M.5
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27
-
-
0141643403
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-
(b) Nishide, K.; Ohsugi, S.; Oone, K.; Okuyama, K.; Fudesaka, M.; Kodama, S.; Node, M. Tetrahedron 2003, 59, 8393.
-
(2003)
Tetrahedron
, vol.59
, pp. 8393
-
-
Nishide, K.1
Ohsugi, S.2
Oone, K.3
Okuyama, K.4
Fudesaka, M.5
Kodama, S.6
Node, M.7
-
28
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-
2542448309
-
-
Patra, P. K.; Nishide, K.; Fuji, K.; Node, M. Synthesis 2004, 1003.
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(2004)
Synthesis
, pp. 1003
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-
Patra, P.K.1
Nishide, K.2
Fuji, K.3
Node, M.4
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29
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0033612329
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For the synthesis of 5-octyltrifluorothioacetate see: Billard, T.; Roques, N.; Langlois, B. R. J. Org. Chem. 1999, 64, 3813.
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(1999)
J. Org. Chem.
, vol.64
, pp. 3813
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-
Billard, T.1
Roques, N.2
Langlois, B.R.3
-
30
-
-
13844254611
-
-
note
-
3): δ = -76.0.
-
-
-
-
31
-
-
13844272720
-
-
note
-
Yield determined by HPLC assay of peak area vs the area of an analytical sample of TFA-ACC.
-
-
-
-
32
-
-
13844254609
-
-
note
-
Borax-NaOH buffer proved ineffective in buffer capacity, often allowing the pH to drop below 8 within 2-3 h.
-
-
-
-
33
-
-
13844281861
-
-
note
-
4. Concentration of the organic product stream gave N-trifluoroacetylphenylalanine as a white solid (747 mg, 91%).
-
-
-
-
35
-
-
13844271574
-
-
note
-
6): δ = -74.3.
-
-
-
-
36
-
-
0142217503
-
-
Jass, P. A.; Rosso, V. W.; Racha, S.; Soundararajan, N.; Venit, J. J.; Rusowicz, A.; Swaminathan, S.; Livshitz, J.; Delaney, E. J. Tetrahedron 2003, 59, 9019.
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(2003)
Tetrahedron
, vol.59
, pp. 9019
-
-
Jass, P.A.1
Rosso, V.W.2
Racha, S.3
Soundararajan, N.4
Venit, J.J.5
Rusowicz, A.6
Swaminathan, S.7
Livshitz, J.8
Delaney, E.J.9
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37
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-
0037048354
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Krasnov, V. P.; Levit, G. L.; Bukrina, I. M.; Demin, A. M.; Chupakhrin, O. N.; Yoo, J. U. Tetrahedron: Asymmetry 2002, 13, 1911.
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(2002)
Tetrahedron: Asymmetry
, vol.13
, pp. 1911
-
-
Krasnov, V.P.1
Levit, G.L.2
Bukrina, I.M.3
Demin, A.M.4
Chupakhrin, O.N.5
Yoo, J.U.6
-
38
-
-
13844276292
-
-
note
-
Precipitate formed with some amino acids when MeCN was added.
-
-
-
-
39
-
-
13844280598
-
-
note
-
Acidification of the reaction mixture formed a biphasic mixture with some amino acids. The top MeCN phase contained the product and was separated before the EtOAc extraction of the aqueous phase. This MeCN phase was combined with the EtOAc extracts before brine wash and drying of the combined organic extracts.
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