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. Author manuscript; available in PMC: 2008 Oct 6.
Published in final edited form as: J Med Chem. 2007 Apr 11;50(9):2089–2099. doi: 10.1021/jm061305c

Table 1.

Dipeptide Amide Reduction.

graphic file with name nihms62270f11.jpg
Entry Reagent Equiva Time (h) Temp (°C) Yield of Product (%)
1 LiAlH4 2 overnight r.t. b
2 LiAlH4 2 overnight 70 c
3 LiAlH4 10 2 r.t. Traceb
4 LiAlH4 10 overnight r.t. c
5 AlH3 10 overnight r.t. 17%b
6 AlH3 10 overnight 70 c
7 BH3 2 72 r.t. b
8 BH3 2 overnight 70 b
9 BH3 5 2 70 c
10 BH3 10 30 r.t. 10%
11 BH3 10 10 −10 to 0 56%d
a

molar equivalents of reagent for relative to starting material

b

starting material returned

c

starting material decomposed.

d

83% based on consumed starting material