8
.25-8.20 (m, 1H), 7.88-7.85 (m, 2H), 7.77-7.70 (m, 2H), 7.54-7.37 (m,4H), 7.35-7.2 (m, 5H), 7.06-
.95 (m, 2H), 5.32-5.28 (m, 1H), 4.56-4.43 (m,3H), 4.34-4.27 (m,2H), 3.88-3.82 (m, 1H), 3.07-3.02
6
(m,1H), 2.94-2.80 (m, 2H), 2.34-2.20 (m, 4H), 1.63-1.56 (m, 1H), 1.38-1.30 (m, 9H), 1.18-1.15 (m,
1
3
2
1
1
2
H), 0.86-0.75 (m, 6H). C NMR (75 MHz, DMSO): ꢂ 171.01, 170.42, 155.33, 146.46, 135.97,
30.58, 129.33, 128.88, 128.75, 127.91, 127.33, 127.24, 125.17, 124.04, 120.77, 118.30, 117.99,
11.29, 109.83, 78.45, 78.05, 57.95, 57.29, 53.21, 51.61, 51.14, 34.10, 28.13, 26.39, 24.06, 22.89,
+
+
51 8 7
1.34, 20.92. HRMS calcd for C42H N O S [M+H] 811.3596; found: 811.3621.
tert-butyl ((S)-3,3-dimethyl-1-((2S,4S)-2-(((S)-4-methyl-1-(4-methylphenylsulfonamido)-1-oxopentan-2-
yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-1-oxobutan-2-yl)carbamate(A7)
1
White solid,mp= 221-222℃, H-NMR (400 MHz, DMSO): ꢂ 8.61 (s, 1H), 7.88-7.81 (m, 2H), 7.66-
7
4
3
.55 (m, 2H), 7.46-7.41 (m, 3H), 7.35-7.31 (t, 1H), 7.21-7.09 (m, 2H), 6.74-6.72 (d, 1H), 5.41 (m, 1H),
.59-4.55 (m,1H), 4.39-4.37 (m, 1H), 4.14-4.02 (m, 3H), 3.07-3.02 (m,1H), 2.50-2.41 (m, 2H), 2.32 (s,
13
C
H), 1.68 (m, 1H), 1.43-1.41 (m, 2H), 1.35-1.24 (m, 9H), 0.97-0.94 (m, 9H), 0.80-0.64 (m, 6H).
NMR (100 MHz, DMSO): ꢂ 170.30, 170.07, 156.39, 146.87, 131.22, 129.35, 129.25, 128.43, 128.32,
1
2
7
27.09, 125.67, 120.16, 78.63, 59.66, 58.58, 54.00, 53.33, 43.06, 35.60, 35.35, 34.95, 28.70, 28.55,
+
+
6.84, 26.74, 24.31, 23.93, 22.31, 21.31. HRMS calcd for C37
38.3657.
52 7 7
H N O S [M+H] 738.3643; found:
benzyl((S)-1-cyclohexyl-2-((2S,4S)-2-(((R)-1-(cyclopropanesulfonamido)-1-oxo-3-phenylpropan-2-
yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-2-oxoethyl)carbamate(B1)
1
White solid, mp= 170-171℃, H-NMR (400 MHz, DMSO): ꢂ 8.73 (s, 1H), 7.87 (d, 2H, J=8), 7.48 (t,
3H, J=8), 7.35-7.31 (m, 6H), 7.11-7.07 (m, 4H), 7.01-7.00 (m, 1H), 5.23-5.17 (m, 1H), 5.06-4.97 (m,
2H), 4.59-4.54 (m, 1H), 4.51-4.47 (m, 1H), 4.31 (m, 1H), 4.12-4.08 (m, 1H), 3.07-3.03 (m, 1H), 2.88-
2.83 (m, 2H), 2.72-2.69 (m, 1H), 1.95-1.84 (m, 2H), 1.76-1.73 (m, 1H), 1.62-1.57 (m, 4H), 1.13-1.04
1
3
(
m, 3H), 0.99-0.76 (m, 6H). C NMR (100 MHz, DMSO): ꢂ 170.80, 156.76, 146.96, 137.52, 131.18,
130.06, 129.42, 128.81, 128.23, 128.12, 125.64, 120.99, 65.92, 58.72, 57.70, 35.34, 28.67, 26.32, 4.79.
+ +
[M+H] 782.3330; found: 782.3347.
HRMS calcd for C41
H N
48 7
7
O S
2
tert-butyl
((S)-1-cyclohexyl-2-((2S,4S)-2-(((R)-1-(cyclopropanesulfonamido)-1-oxo-3-
phenylpropan-2-yl)carbamoyl)-4-(4-phenyl-1H-1,2,3-triazol-1-yl)pyrrolidin-1-yl)-2-
oxoethyl)carbamate(B2)
1
White solid,mp= 126-127℃, H-NMR (300 MHz, DMSO): ꢂ 11.83 (s, 1H), 8.63 (s, 1H), 8.47-8.44 (m,
1H), 7.86-7.83 (m, 2H), 7.50-7.45 (m, 2H), 7.38-7.33 (m, 1H), 7.21-7.14 (m, 4H), 7.08-7.02 (m, 1H),
6.77 (d, 1H, J=8.1 ), 5.29-5.18 (m, 1H), 4.75-4.68 (m, 1H), 4.52-4.45 (m, 2H), 4.07-4.00 (m, 1H), 3.82-
3.76 (m, 1H), 3.09-3.08 (m, 1H), 3.05-2.89 (m, 1H), 2.81-2.76 (m, 1H), 2.73-2.62 (m, 1H), 1.83-1.79
1
3
(
m, 2H), 1.76-1.50 (m, 5H), 1.37 (m, 9H), 0.88-0.77 (m, 9H). C NMR (75 MHz, DMSO): ꢂ 170.60,
170.11, 155.60, 146.39, 136.56, 130.63, 129.25, 128.90, 127.94, 126.35, 125.09, 120.54, 77.99, 58.01,
57.14, 56.62, 53.66, 51.68, 51.14, 37.63, 34.43, 30.65, 28.47, 28.17, 25.77, 25.58, 25.46, 5.53, 5.41.
+
+
50 7 7 2
HRMS calcd for C48H N O S [M+H] 748.3487; found: 748.3502.
(2S,4S)-1-((S)-2-benzamido-2-cyclohexylacetyl)-N-((R)-1-(cyclopropanesulfonamido)-1-oxo-3-