Technology Process of 1,3-di-N-benzyl-1,3-di-N-benzyloxycarbonyl-4-O-<6-benzyloxycarbonylamino-4-O-(6-benzyloxycarbonylamino-2,3,6-trideoxy-α-D-erythro-hexopyranosyl)-2,3,6-trideoxy-α-D-erythro-hexopyranosyl>-5,6-O-cyclohexylidene-2-deoxystreptamine
There total 14 articles about 1,3-di-N-benzyl-1,3-di-N-benzyloxycarbonyl-4-O-<6-benzyloxycarbonylamino-4-O-(6-benzyloxycarbonylamino-2,3,6-trideoxy-α-D-erythro-hexopyranosyl)-2,3,6-trideoxy-α-D-erythro-hexopyranosyl>-5,6-O-cyclohexylidene-2-deoxystreptamine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1: periodic acid / tetrahydrofuran / 1 h
2: 0.15 g / triethylamine / methanol / 24 h / 25 °C
3: 81 percent / sodium methoxide / methanol / 2 h / 70 °C
4: 75 percent / boron trifluoride etherate, triethylamine / CHCl3 / 2 h / -5 °C
5: 92 mg / hydrogen / 10 percent Pd-C / methanol / 3 h / 1520 Torr
6: 35 mg / MeONa / methanol
7: 1) CCl4, tris(dimethylamino)phosphine 2) sodium azide / 1) N,N-dimethylformamid, -45 deg C, 1.5 h 2) 60 deg C, 48 h
8: 88 percent / BF3-etherate, 6-toluene-p-sulphonate, sodium azide, triethylamine / 1,2-dichloro-ethane; dimethylformamide / 1.5 h / -5 °C
9: 96 percent / MeONa / methanol
With
tetrachloromethane; sodium azide; 6-toluene-p-sulphonate; boron trifluoride diethyl etherate; hydrogen; sodium methylate; periodic acid; triethylamine; Hexamethylphosphorous triamide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; chloroform; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90217-9
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 0.15 g / triethylamine / methanol / 24 h / 25 °C
2: 81 percent / sodium methoxide / methanol / 2 h / 70 °C
3: 75 percent / boron trifluoride etherate, triethylamine / CHCl3 / 2 h / -5 °C
4: 92 mg / hydrogen / 10 percent Pd-C / methanol / 3 h / 1520 Torr
5: 35 mg / MeONa / methanol
6: 1) CCl4, tris(dimethylamino)phosphine 2) sodium azide / 1) N,N-dimethylformamid, -45 deg C, 1.5 h 2) 60 deg C, 48 h
7: 88 percent / BF3-etherate, 6-toluene-p-sulphonate, sodium azide, triethylamine / 1,2-dichloro-ethane; dimethylformamide / 1.5 h / -5 °C
8: 96 percent / MeONa / methanol
With
tetrachloromethane; sodium azide; 6-toluene-p-sulphonate; boron trifluoride diethyl etherate; hydrogen; sodium methylate; triethylamine; Hexamethylphosphorous triamide;
palladium on activated charcoal;
In
methanol; chloroform; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90217-9
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 81 percent / 1:1 acetic acid / 7 h / 56 °C
2: periodic acid / tetrahydrofuran / 1 h
3: 0.15 g / triethylamine / methanol / 24 h / 25 °C
4: 81 percent / sodium methoxide / methanol / 2 h / 70 °C
5: 75 percent / boron trifluoride etherate, triethylamine / CHCl3 / 2 h / -5 °C
6: 92 mg / hydrogen / 10 percent Pd-C / methanol / 3 h / 1520 Torr
7: 35 mg / MeONa / methanol
8: 1) CCl4, tris(dimethylamino)phosphine 2) sodium azide / 1) N,N-dimethylformamid, -45 deg C, 1.5 h 2) 60 deg C, 48 h
9: 88 percent / BF3-etherate, 6-toluene-p-sulphonate, sodium azide, triethylamine / 1,2-dichloro-ethane; dimethylformamide / 1.5 h / -5 °C
10: 96 percent / MeONa / methanol
With
tetrachloromethane; sodium azide; 6-toluene-p-sulphonate; boron trifluoride diethyl etherate; hydrogen; sodium methylate; acetic acid; periodic acid; triethylamine; Hexamethylphosphorous triamide;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; chloroform; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(00)90217-9