Technology Process of (2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-[(E)-(2S,3R,2'R)-2-([2,2']bi[1,4-dioxa-spiro[4.5]decyl]-3-yl)-vinyl]-6-methoxy-tetrahydro-pyran-3-ylamine
There total 11 articles about (2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-2-[(E)-(2S,3R,2'R)-2-([2,2']bi[1,4-dioxa-spiro[4.5]decyl]-3-yl)-vinyl]-6-methoxy-tetrahydro-pyran-3-ylamine 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:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1.) Pyridine, 75 deg C, 18 h; 2.) 0 deg C to room temperature, 2 days
2: 4:1 acetic acid, water / 4 h / 100 °C
3: 92 percent / sodium azide / dimethylformamide / 5 h / 120 °C
4: dicyclohexylcarbodiimide / 1.) DMSO, oxidation; 2.) methanol, room temp., 24 h
5: 87 percent / aq. HCl / tetrahydrofuran / 1.) 0 deg C, 0.5 h; 2.) 3.5 h, room temperature
6: 1.) n-BuLi / 1.) THF, HMPA, -65 deg C, 30-45 sec; 2.) THF, -10 deg C, 1 h
7: lithium aluminium hydride
With
hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; sodium azide; water; acetic acid; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo01310a060
- Guidance literature:
-
Multi-step reaction with 5 steps
1: pyridine / 16 h / Ambient temperature
2: NaI, Na2CO3 / dimethylformamide / 1 h / 125 °C
3: 62 percent / tetrahydrothiophene 1,1-dioxide / 24 h / 110 °C
4: 1.) n-BuLi / 1.) THF, HMPA, -65 deg C, 30-45 sec; 2.) THF, -10 deg C, 1 h
5: lithium aluminium hydride
With
lithium aluminium tetrahydride; n-butyllithium; sodium carbonate; sodium iodide;
In
pyridine; sulfolane; N,N-dimethyl-formamide;
DOI:10.1021/jo01310a060
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 4:1 acetic acid, water / 4 h / 100 °C
2: 92 percent / sodium azide / dimethylformamide / 5 h / 120 °C
3: dicyclohexylcarbodiimide / 1.) DMSO, oxidation; 2.) methanol, room temp., 24 h
4: 87 percent / aq. HCl / tetrahydrofuran / 1.) 0 deg C, 0.5 h; 2.) 3.5 h, room temperature
5: 1.) n-BuLi / 1.) THF, HMPA, -65 deg C, 30-45 sec; 2.) THF, -10 deg C, 1 h
6: lithium aluminium hydride
With
hydrogenchloride; lithium aluminium tetrahydride; n-butyllithium; sodium azide; water; acetic acid; dicyclohexyl-carbodiimide;
In
tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo01310a060
