J2‘,3‘=9.3, J2‘,1‘=7.9); 4.67(t, 1H, H-2, J2,1=9.3, J2,3=9,3); 4.42(d, 1H, H-1’, J1’,2’=7.9) ; 4.37(dl,
1H, H-6a, J6a,6b=12) ; 4.27(dd, 1H, H-6‘a, J6‘a,6‘b=12, J6‘a,5‘=4.7); 4.06(dd, 1H, H-6b, J6b,6a=12,
J6b,5=3.9) ; 3.97(dd, 1H, H-6’b, J6’b,6’a=12, J6’b5’=1,9), 3,93-3.81(m, 1H, H-2‘‘), 3,67 (t, 1H, H-
4, J4,3=9.7, J4,5=9.1); 3.62(ddd, 1H, H-5, J5,4=9,7, J5,6b=4,1); 3.57(ddd, 1H, H-5’, J5’,4’=9.6,
J5’6’a=4,5, J5’,6’b=2,4); 3.45-3,35(m, 1H, H-5‘‘a); 3.11(dd, 1H, H-5‘‘b, J4“b,4“a = 19.0, J4“b,3“ =
9.7); 3.10-3.00(m, 1H, H-6“a); 2.77-2.70(m, 1H, H-4‘‘); 2.20-2.11(m, 1H, H-3‘‘a); 2.12-
1.97(m, 22H, H-6‘‘b, 7CH3, Ac); 1.74-1.63(m, 1H, H-3‘‘b)
NMR 13C(150MHz, CDCl3); 171.54-168.98(7CO, Ac) ; 154.15 (CO, Urea); 137.15-128.37
CAr 100.59 C-1’ ; 80.28 C-1; 76.23 C-4; 74.03 C-5; 72.97 C-3‘; 72.27 C-3; 72.00 C-5‘; 71.60
C-2‘; 71.28 C-2; 67.98 C-4‘; 62.04 C-6; 61.73 C-6’; 56.69 (dd, C-2‘‘ JC-P = 19.12, 10.7 Hz);
50.07(d, C-5‘‘, JC-P = 28.7 Hz); 37.14(dd, C-3‘‘,JC-P = 19.7, 8.9 Hz); 35.37(d, C-4‘‘,JC-P = 9.5
Hz);34.68(d, C-6‘‘, JC-P=13.3 Hz); 21.93-20.94( 7CH3, Ac)
NMR 31P(243MHz, CDCl3) -8.71, -22.65
4.2.5. N-[(1S,2S)-2-(Diphenylphosphino)-1,2-diphenylethyl]-N‘-(2,3,6,2‘,3‘,4‘,6‘-hexa-O-
acetyl-β-D-cellobiose)urea (L5)
Yield %: 75 (782mg) as a white powder (AcOEt/Hexane 9:1, Rf=0.48), Mp: 141-142˚C,
(c 0.7, CH2Cl2); Anal. for C53H59N2O18P (1042.35), calc.: C 61.03, H 5.70, N
2.69, found: C 61.24, H 5.81, N 2.46.
IR (KBr, cm-1): 3385, 3061, 3031, 1755, 1696, 1232, 1039, 720, 700.
1
NMR H(600MHz, CDCl3); 7.44-6.93(m, 22H, Ar, 2NH); 5.41(dl, 1H, H-1‘‘, J1“,2“=6.1Hz);
5.28 (t, 1H, H-3, J3,2=9.3, J3,4=9.3); 5.13 (t, 1H, H-3‘, J3‘,2‘=9.3, J3‘,4‘=9.3); 5.06(t, 1H, H-4’,
J4’,3’=9.3, J4’,5’=9.6);5.03(t, 1H, H-1, J1,2=8.3, J1,NH=9.3); 4.99-4.92(m, 1H, H-2); 4.91(t, 1H,
H-2‘, J2‘,3‘=9.3, J2‘,1‘=7.9); 4.61-4.52(m, 1H, H-6a); 4.52(d, 1H, H-1’, J1’,2’=7.9) ; 4.36(dd, 1H,
H-6‘a, J6‘a,6‘b=12, J6‘a,5‘=4.3); 4.14 (dd, 1H, H-6b, J6b,6a=12, J6b,5=3.7) ; 4.07(dd, 1H, H-6’b,
J6’b,6’a=12, J6’b5’=1,3), 3,94(dd, 1H, H-2‘‘J1‘‘,P=9.0, J1‘‘,2‘‘=6.1 Hz), 3,83 (t, 1H, H-4, J4,3=9.3,
J4,5=8.5); 3.77-3.70(m, 1H, H-5); 3.66(ddd, 1H, H-5’, J5’,4’=9.6, J5’6’a=4,5, J5’,6’b=1,8); 2.21-
1.97(7s, 21H, 7CH3, Ac);
NMR 13C(150MHz, CDCl3); 171.54-168.98(7CO, Ac) ; 154.15 (CO, Urea); 131.22-126.40
CAr 100.72 C-1’ ; 80.14 C-1;76.31 C-4; 73.97 C-5; 73.03 C-3‘; 72.70 C-3; 72.02 C-5‘; 71.61
C-2‘; 71.00 C-2; 67.91 C-4; 61.94 C-6; 61.67 C-6’; 58.95 (d, C-1‘‘ JC-P = 10.7 Hz); 51.90 C-
2“; 20.94-20.51( 7CH3, Ac)
NMR 31P(243MHz, CDCl3) +35.55
4.2.6. N-[2-(Diphenylphosphino)ethyl]-N‘-(2,3,6,2‘,3‘,4‘,6‘-hexa-O-acetyl-β-D-
cellobiose)urea (L6)
Yield %: 90 (801mg) as a white powder (AcOEt/Hexane 9:1, Rf=0.71); Mp: 118-121˚C,
(c 0.2, CH2Cl2); Anal. for C41H51N2O18P (890.21), calc.: C 55.28, H 5.77, N
3.14, found: C 55.39, H 5.73, N 2.99.
IR (KBr, cm-1): 3412, 3058, 3031, 1755, 1686, 1232, 1039, 723, 697.
1
NMR H(600MHz, CDCl3); 7.68-7.31(m, 10H, Ar); 5.24 (t, 1H, H-3, J3,2=9.6, J3,4=9.6);
5.16(d, 1H, NH, JNH,1=9.0Hz), 5.13 (t, 1H, H-3‘, J3‘,2‘=9.6, J3‘,4‘=9.6); 5.06(t, 1H, H-4’,
J4’,3’=9.6, J4’,5’=9.6); 5.02(t, 1H, H-1, J1,2=9.0, J1,NH=9.6); 4.91(dd, 1H, H-2‘, J2‘,3‘=9.6,
J2‘,1‘=7.8); 4.84(tl, 1H, NH, JNH,1‘‘a,b=5.4 Hz); 4.78(t, 1H, H-2, J2,1=9.6, J2,3=9,6); 4.49(d, 1H,
H-1’, J1’,2’=7.8) ; 4.44(dd, 1H, H-6a, J6a,6b=12.3, J6a,5=1.8 Hz); 4.35(dd, 1H, H-6‘a,
J6‘a,6‘b=12.3, J6‘a,5‘=4.3 Hz); 4.13(dd, 1H, H-6b, J6b,6a=12.3, J6b,5=5.7) ; 4.03(dd, 1H, H-6’b,
J6’b,6’a=12, J6’b5’=2,3); 3,75 (t, 1H, H-4, J4,3=9.6, J4,5=9.0); 3.67(ddd, 1H, H-5, , J5,4=9.0,
J5,6a=1,8, J5,6b=5.7); 3.64(ddd, 1H, H-5’, J5’,4’=9.6, J5’6’a=4.3, J5’,6’b=1,8); 3.32-3,25(m, 2H, 2H-
1‘‘); 2.25(t, 2H, 2H-2‘‘, J=7.3); 2.08- 1.97(7s, 21H, 7CH3, Ac);
8