Technology Process of (2S,3R,4S,5R)-5-Azido-2,3,4-tris-benzyloxy-cycloheptanone
There total 7 articles about (2S,3R,4S,5R)-5-Azido-2,3,4-tris-benzyloxy-cycloheptanone which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
-
-
141077-21-6,141195-15-5
(3aR,5R,6R,7R,8S)-6,7,8-Tris-benzyloxy-3a,4,5,6,7,8-hexahydro-3H-cyclohepta[c]isoxazol-5-ol
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 81 percent / iPr2NEt / CH2Cl2 / 20 °C
2: 80 percent / hydrogen, B(OH)3 / Ra/Ni / methanol; H2O
3: 84 percent / DMSO/(COCl)2, Et3N / -60 °C
4: 89 percent / Zn, TMEDA, AcOH / ethanol / 2 h
5: diisobutylaluminium hydride / diethyl ether / -50 °C
6: ZnN6*2Py, PPh3, DIAD
7: H+ / methanol
8: 95 percent / Swern
With
oxalyl dichloride; Zn(N3)2/bis-pyridine complex; N,N,N,N,-tetramethylethylenediamine; di-isopropyl azodicarboxylate; hydrogen; boric acid; hydrogen cation; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; zinc;
nickel;
In
methanol; diethyl ether; ethanol; dichloromethane; water;
DOI:10.1016/S0040-4039(00)74717-4
-
-
146176-85-4
(3aR,5R,6R,7R,8S)-6,7,8-Tris-benzyloxy-5-methoxymethoxy-3a,4,5,6,7,8-hexahydro-3H-cyclohepta[c]isoxazole
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 80 percent / hydrogen, B(OH)3 / Ra/Ni / methanol; H2O
2: 84 percent / DMSO/(COCl)2, Et3N / -60 °C
3: 89 percent / Zn, TMEDA, AcOH / ethanol / 2 h
4: diisobutylaluminium hydride / diethyl ether / -50 °C
5: ZnN6*2Py, PPh3, DIAD
6: H+ / methanol
7: 95 percent / Swern
With
oxalyl dichloride; Zn(N3)2/bis-pyridine complex; N,N,N,N,-tetramethylethylenediamine; di-isopropyl azodicarboxylate; hydrogen; boric acid; hydrogen cation; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; triphenylphosphine; zinc;
nickel;
In
methanol; diethyl ether; ethanol; water;
DOI:10.1016/S0040-4039(00)74717-4
- Guidance literature:
-
Multi-step reaction with 4 steps
1: diisobutylaluminium hydride / diethyl ether / -50 °C
2: ZnN6*2Py, PPh3, DIAD
3: H+ / methanol
4: 95 percent / Swern
With
Zn(N3)2/bis-pyridine complex; di-isopropyl azodicarboxylate; hydrogen cation; diisobutylaluminium hydride; triphenylphosphine;
In
methanol; diethyl ether;
DOI:10.1016/S0040-4039(00)74717-4